Category: 1105039-93-7

Reference of 1105039-93-7, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 1105039-93-7 as follows.

A solution of l-(4-methoxybenzyl)-lH-pyrazole-4- carboxylic acid (34.4 mmol, 8.00 g), oxalyl chloride (68.9 mmol, 5.92 mL) and a drop of DMF in DCM (80 mL) was stirred for 1 h at rt. After evaporation, the crude product was dissolved in DCM (30 mL) and was added at 0C to a solution of Nu,Omicron- dimethylhydroxylamine hydrochloride (103 mmol, 6.31 g) in DCM (100 mL), followed by Et3N (138 mmol, 19.2 mL). The reaction mixture was stirred for 1 h at rt. The reaction was quenched with a saturated aqueous solution of Na2C03 (300 mL) and the aqueous phase was extracted with DCM. The organic layer was dried over MgS04, filtered and concentrated to dryness to yield the title compound (33.8 mmol, 9.30 g, 98%) as a beige solid.UPLC-MS: RT = 0.72 min; MS m/z ES+= 276.

According to the analysis of related databases, 1105039-93-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ADDEX PHARMA S.A.; JONES, Philip; MERCK SHARP & DOHME CORP.; TANG, Lam; BOLEA, Christelle; CELANIRE, Sylvain; LIVERTON, Nigel, J.; WO2012/9001; (2012); A2;,
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. 1105039-93-7, name is 1-(4-Methoxybenzyl)-1H-pyrazole-4-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-(4-Methoxybenzyl)-1H-pyrazole-4-carboxylic acid

To resin PL-TFP, 1 .4mmol/g, 150-300um (300 mg) was added a solution of 1 -(4- methoxybenzyl)-1 H-pyrazole-4-carboxylic acid (64 mg, 0.276 mmol) and 4-DMAP (20 mg, 0.164 mmol) in DCM (4 ml)/DMF (1 ml). After 10 min shaking at rt, Nu,Nu’- diisopropylcarbodiimide (0.172 ml, 1 .102 mmol) was added and the mixture was shaked at rt overnight. The resin (loaded with the activated ester) was filtered and washed with DMF (2ml), DCM (10 ml) and THF (10 ml). The wet resin was suspended in THF (3ml), then pipetted back to flask. A solution of the amine 5-chloro-1 H-indazol-3- yl)methanamine (50 mg, 0.275 mmol) and TEA (230 muIota_, 1 .653 mmol) in THF (2 ml) was added to the resin suspension and the mixture was shaked at rt for 4 days, filtered and washed with THF. The filtrate was diluted with EtOAc and washed with HCI 1 N, aq. sat. NaHC03 and brine. The organic layer was dried (Na2S04), filtered and concentrated. The residue was triturated with ACN (1 ml), the precipitate was filtered, washed with ACN (1 ml) and dried on HV.UPLC RtE= 0.85 min, [M+H]+ = 396.3-398.4, 1H NMR (400 MHz, DMSO-d6) delta ppm 3.71 (s, 3 H) 4.68 (d, 2 H) 5.23 (s, 2 H) 6.70 – 6.99 (m, 2 H) 7.10 – 7.26 (m, 2 H) 7.31 (dd, 1 H) 7.50 (d, 1 H) 7.81 – 7.93 (m, 2 H) 8.20 (s, 1 H) 8.65 (br. s., 1 H) 13.01 (s, 1 H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 1105039-93-7.

Reference:
Patent; NOVARTIS AG; FLOHR, Stefanie; MARKERT, Christian; NAMOTO, Kenji; PIRARD, Bernard; WO2013/111108; (2013); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 1105039-93-7, These common heterocyclic compound, 1105039-93-7, name is 1-(4-Methoxybenzyl)-1H-pyrazole-4-carboxylic acid, 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.

A mixture of 1-(4-methoxy-benzyl)-1H-pyrazole-4-carboxylic acid (0.45 g, 1.94 mmol), oxalyl chloride (1.2 ml) and DMF (1 drop) was heated at 60 C. for 1 h. The mixture was allowed to cool to ambient temperature and evaporated to afford the title compound as a colourless oil (0.48 g, 99%). The material was used in the next step without further purification.

Statistics shows that 1-(4-Methoxybenzyl)-1H-pyrazole-4-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 1105039-93-7.

Reference:
Patent; Genentech, Inc.; Dyke, Hazel Joan; Gancia, Emanuela; Gazzard, Lewis J.; Goodacre, Simon Charles; Lyssikatos, Joseph P.; MacLeod, Calum; Williams, Karen; Chen, Huifen; US2015/368244; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 1105039-93-7, A common heterocyclic compound, 1105039-93-7, name is 1-(4-Methoxybenzyl)-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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.

According to Scheme 3 Step 1: A solution of 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylic acid (34.4 mmol, 8.00 g), oxalyl chloride (68.9 mmol, 5.92 mL) and a drop of DMF in DCM (80 mL) was stirred for 1 hour at room temperature. After evaporation, the crude product was dissolved in DCM (30 mL) and was added at 0 C. to a solution of N,O-dimethylhydroxylamine hydrochloride (103 mmol, 6.31 g) in DCM (100 mL) followed by Et3N (138 mmol, 19.2 mL). The reaction mixture was stirred for 1 hour at room temperature. The reaction was quenched with a saturated solution of Na2CO3 (300 mL) and the aqueous phase was extracted with DCM. The organic phase was dried over MgSO4, was filtered and was concentrated to yield N-methoxy-1-(4-methoxybenzyl)-N-methyl-1H-pyrazole-4-carboxamide (33.8 mmol, 9.30 g, 98%) as a beige solid.LC (Zorbax SB-C18, 3.5 mum, 4.6×50 mm Column): RT=1.78 min; MS m/z ES+=276.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Bolea, Christelle; Calanire, Sylvain; US2010/144756; (2010); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics