Category: 15878-00-9

These common heterocyclic compound, 15878-00-9, name is 4-Chloro-1H-pyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 4-Chloro-1H-pyrazole

2-Amino-4-(4-chloro-pyrazol-1-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile From 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile, 4-chloropyrazole and cesium carbonate in NMP. EI-MS m/e (%): 269 (M{37Cl}+H+, 30). 267 (M{35Cl}+H+, 100).

The synthetic route of 4-Chloro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Borroni, Edilio Maurizio; Huber-Trottmann, Gerda; Kilpatrick, Gavin John; Norcross, Roger David; US2001/27196; (2001); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 15878-00-9,Some common heterocyclic compound, 15878-00-9, name is 4-Chloro-1H-pyrazole, molecular formula is C3H3ClN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 83 trans-4-Chloro-2′-cyclopropyl-2’H-[1,3′]bipyrazolyl-4′-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide Sodium hydride (60% in oil; 57 mg, 1.43 mmol) was added to a solution of 4-chloro-pyrazole (148 mg, 1.43 mmol) in dry DMF (25 mL) under nitrogen at 0 C. in an ice-water bath and the mixture was heated to 40 C. for 1 h. trans-5-Chloro-1-cyclopropyl-1H-pyrazole-4-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide (60 mg, 0.18 mmol) was added and the mixture was heated at 110 C. overnight and then cooled. After the DMF was evaporated in vacuo, water and dichloromethane were added. The organic layer was separated, and the aqueous phase was extracted three times with dichloromethane. The combined organic phases were concentrated in vacuo and the residue was purified by C-18 reverse phase preparative-HPLC with a gradient of 10-90% acetonitrile/water to give trans-4-chloro-2′-cyclopropyl-2’H-[1,3′]bipyrazolyl-4′-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide (56 mg, 77%). LRMS m/z calcd for C20H24ClN5O2 (M+H) 402.2, found 402.2.

The synthetic route of 15878-00-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anderson, Kevin William; Fotouhi, Nader; Gillespie, Paul; Goodnow, Robert Alan; Guertin, Kevin Richard; Haynes, Nancy-Ellen; Myers, Michael Paul; Pietranico-Cole, Sherrie Lynn; Qi, Lida; Rossman, Pamela Loreen; Scott, Nathan Robert; Thakkar, Kshitij Chhabilbhai; Tilley, Jefferson Wright; Zhang, Qiang; US2007/225280; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 15878-00-9, name is 4-Chloro-1H-pyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 4-Chloro-1H-pyrazole

EXAMPLE 5 7.65 g (0.075 mole) of 4-chloropyrazole were suspended in 100 ml of water and the suspension obtained first had added to it 72 g (0.64 mole) of a 50% strength aqueous KOH solution and then at 0 C. 17 g (0.15 mole) of a 30% strength aqueous hydrogen peroxide solution. After the reaction mixture had been stirred for 5 minutes, 28 g (0.18 mole) of phthalic anhydride were added in small portions at 10 C., and the whole was stirred overnight and then worked up similarly to Example 1. Yield: 7.1 g of 4-chloro-N-hydroxypyrazole, corresponding to 80% of theory.

The synthetic route of 4-Chloro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Basf Aktiengesellschaft; US4945167; (1990); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

These common heterocyclic compound, 15878-00-9, name is 4-Chloro-1H-pyrazole, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Recommanded Product: 4-Chloro-1H-pyrazole

2-Amino-4-(4-chloro-pyrazol-1-yl)-6-methylsulfanyl-pyrimidine-5-carbonitrile From 2-amino-4-bromo-6-methylsulfanyl-pyrimidine-5-carbonitrile, 4-chloropyrazole and cesium carbonate in NMP. EI-MS m/e (%): 269 (M{37Cl}+H+, 30). 267 (M{35Cl}+H+, 100).

The synthetic route of 4-Chloro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Borroni, Edilio Maurizio; Huber-Trottmann, Gerda; Kilpatrick, Gavin John; Norcross, Roger David; US2001/27196; (2001); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 15878-00-9,Some common heterocyclic compound, 15878-00-9, name is 4-Chloro-1H-pyrazole, molecular formula is C3H3ClN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 83 trans-4-Chloro-2′-cyclopropyl-2’H-[1,3′]bipyrazolyl-4′-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide Sodium hydride (60% in oil; 57 mg, 1.43 mmol) was added to a solution of 4-chloro-pyrazole (148 mg, 1.43 mmol) in dry DMF (25 mL) under nitrogen at 0 C. in an ice-water bath and the mixture was heated to 40 C. for 1 h. trans-5-Chloro-1-cyclopropyl-1H-pyrazole-4-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide (60 mg, 0.18 mmol) was added and the mixture was heated at 110 C. overnight and then cooled. After the DMF was evaporated in vacuo, water and dichloromethane were added. The organic layer was separated, and the aqueous phase was extracted three times with dichloromethane. The combined organic phases were concentrated in vacuo and the residue was purified by C-18 reverse phase preparative-HPLC with a gradient of 10-90% acetonitrile/water to give trans-4-chloro-2′-cyclopropyl-2’H-[1,3′]bipyrazolyl-4′-carboxylic acid (5-hydroxy-adamantan-2-yl)-amide (56 mg, 77%). LRMS m/z calcd for C20H24ClN5O2 (M+H) 402.2, found 402.2.

The synthetic route of 15878-00-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anderson, Kevin William; Fotouhi, Nader; Gillespie, Paul; Goodnow, Robert Alan; Guertin, Kevin Richard; Haynes, Nancy-Ellen; Myers, Michael Paul; Pietranico-Cole, Sherrie Lynn; Qi, Lida; Rossman, Pamela Loreen; Scott, Nathan Robert; Thakkar, Kshitij Chhabilbhai; Tilley, Jefferson Wright; Zhang, Qiang; US2007/225280; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 15878-00-9, name is 4-Chloro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 15878-00-9

Example 94 trans-2′-tert-Butyl-4-chloro-2’H-[1,3′]bipyrazolyl-4′-carboxylic acid (5-acetylamino-adamantan-2-yl)-amide Sodium hydride (60% in oil; 220 mg, 5.5 mmol) was added slowly to a solution of 4-chloro-pyrazole (710 mg, 6.9 mmol) in dry DMF (40 mL) at 0 C. in an ice-water bath. The mixture was stirred under argon for 10 minutes and the mixture was then heated to 40 C. for 2 hrs. trans-1-tert-Butyl-5-chloro-1H-pyrazole-4-carboxylic acid (5-acetylamino-adamantan-2-yl)-amide (270 mg, 0.69 mmol) was added and the mixture was heated at 110 C. overnight for 2 days and then cooled. The solvent was removed in vacuo. The resulting mixture was diluted with water and extracted with ethyl acetate (2X). The organic layers were combined and dried with magnesium sulfate, filtered and concentrated in vacuo. The solid was slurried in ether and filtered and dried under high vacuum to afford trans-2′-tert-butyl-4-chloro-2’H-[1,3′]bipyrazolyl-4′-carboxylic acid (5-acetylamino-adamantan-2-yl)-amide as a white solid (237 mg, 74%); ES(+)-HRMS m/z calcd for C23H31ClN6O2 (M+H) 459.2270, found 459.2268.

According to the analysis of related databases, 15878-00-9, the application of this compound in the production field has become more and more popular.

15878-00-9,Some common heterocyclic compound, 15878-00-9, name is 4-Chloro-1H-pyrazole, molecular formula is C3H3ClN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

EXAMPLE Preparation of 2-{4- [4- (4-chloro-1-pyrazolyl)-butyl]-1-piperazinyl}pyrimidine. To a mixture of 2- (1-piperazinyl)pyrimidine (32.8 g; 0.2 mol), 1,4-dibromobutane (47.5 g; 0.22 mol) and K2 CO3 (69 g; 0.5 tool) in 400 ml of dimethylformamide is added 4 -chloropyrazole (20.5 g; 0.2 mol), and the mixture is held at the reflux for 17 hours. The reaction mixture is filtered hot and evaporated to dryness. The residue is dissolved in HCl, washed with CHCl3, rendered alkaline with dilute NaOH and extracted in basic medium with CHCl3. The organic phase is then dried and subsequently evaporated to dryness, and 61 g (95%) of 2-{4-[4-(4-chloro-1-pyrazolyl)butyl]-1-piperazinyl}pyrimidine are obtained. Spectroscopic data: IR (film); 2843, 1586, 1547, 1358, 983 cm-1. 1 H NMR (delta, CDCl3): 8.25 (d, 2H, J=4.7 Hz); 7.39 (s, 1H); 7.35 (s, 1H); 6.44 (t, 1H, J=4.7 Hz); 4.0 (t, 2H, J=6.8 Hz); 3.80 (m, 4H); 2.43 (m, 6H); 1.90 (m, 2H) 1.52 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 15878-00-9, its application will become more common.