Category: 133261-11-7

Synthetic Route of 133261-11-7, These common heterocyclic compound, 133261-11-7, name is Ethyl 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate, 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.

General procedure: 2a (0.05 mol) was added to a stirred mixture of NaOH (6.0 g, 0.15 mol) and water (100 mL). After 4 h under 80 C, the mixture was poured into ice water and the pH was adjusted to acidic. Then 10 % HCl was slowly added to the solutions until a large amount of solids precipitated. After filtration, the solids were dried; 4.6 g (92 % purity) white solid (3a) was obtained. Yield 60 %; GC-MS (EI, 70Ev) (m/z 140 (M+). 3b-p were synthesized in a similar procedure.

Statistics shows that Ethyl 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 133261-11-7.

Reference:
Article; Huang, Danling; Huang, Mingzhi; Liu, Weidong; Liu, Aiping; Liu, Xingping; Chen, Xiaoyang; Pei, Hui; Sun, Jiong; Yin, Dulin; Wang, Xiaoguang; Chemical Papers; vol. 71; 11; (2017); p. 2053 – 2061;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 133261-11-7, These common heterocyclic compound, 133261-11-7, name is Ethyl 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate, 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.

General procedure: 2a (0.05 mol) was added to a stirred mixture of NaOH (6.0 g, 0.15 mol) and water (100 mL). After 4 h under 80 C, the mixture was poured into ice water and the pH was adjusted to acidic. Then 10 % HCl was slowly added to the solutions until a large amount of solids precipitated. After filtration, the solids were dried; 4.6 g (92 % purity) white solid (3a) was obtained. Yield 60 %; GC-MS (EI, 70Ev) (m/z 140 (M+). 3b-p were synthesized in a similar procedure.

Statistics shows that Ethyl 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate is playing an increasingly important role. we look forward to future research findings about 133261-11-7.

Reference:
Article; Huang, Danling; Huang, Mingzhi; Liu, Weidong; Liu, Aiping; Liu, Xingping; Chen, Xiaoyang; Pei, Hui; Sun, Jiong; Yin, Dulin; Wang, Xiaoguang; Chemical Papers; vol. 71; 11; (2017); p. 2053 – 2061;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 133261-11-7,Some common heterocyclic compound, 133261-11-7, name is Ethyl 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate, molecular formula is C10H14N2O2, 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.

Ethyl 3-cyclopropyl-4-iodo-1-methyl-1H-pyrazole-5-carboxylate A solution of 500 mg (2.57 mmol) of ethyl-3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate (prepared from ethyl-3-cyclopropyl-1H-pyrazole-5-carboxylate in accordance with Bioorg. Med. Chem. Lett. 1996, 6, 1819-1824) in 5 ml of acetonitrile is admixed with 706 mg (1.28 mmol) of ammonium cerium(IV) nitrate and 392 mg (1.53 mmol) of iodine and heated under reflux for three hours and afterstirred overnight at room temperature. The reaction mixture is diluted with water and ethyl acetate, and the organic phase is washed with saturated sodium thiosulphate solution, dried over sodium sulphate, filtered and concentrated by evaporation in vacuo. Chromatographic purification gives 506 mg of ethyl-3-cyclopropyl-4-iodo-1-methyl-1H-pyrazole-5-carboxylate (66%). 1H-NMR (400 MHz, d6-DMSO): delta=4.34 (m, 2H), 3.98 (s, 3H), 1.82 (m, 1H), 1.36 (m, 3H), 0.89 (m, 2H), 0.75 (m, 2H) ppm. HPLC-MS: log P=3.56; mass (m/z)=321 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylate, its application will become more common.