Hydrochloric Acid → 4-Chloro-3-methyl-1H-pyrazole-5-carboxylic acid

HRID 528935노트

반응식

HRID 528935 반응식
[Cl:1][C:2]1[C:3]([C:8]([O:10]CC)=[O:9])=[N:4][NH:5][C:6]=1[CH3:7].[OH-].[Na+].Cl>CO.C1COCC1>[Cl:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[N:4][NH:5][C:6]=1[CH3:7]

참가 물질

6

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 604759ethyl 4-chloro-5-methyl-1H-pyrazole-3-carboxylate2회

생성물 1

HCID 176889814-Chloro-3-methyl-1H-pyrazole-5-carboxylic acid수율 87.3%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of ethyl 4-chloro-5-methyl-1H-pyrazole-3-carboxylate (Intermediate 1A, 2.01 g, 10.7 mmol) in MeOH (8.2 mL) and THF (8.2 mL) was added 2N aq. NaOH solution (27 mL, 53.3 mmol). The reaction mixture was stirred at room temperature overnight, then cooled to 0° C. and neutralized with 1N aq. HCl solution (pH=3-4). The resulting solid was collected by filtration and washed with water to give the title compound (1.50 g, 87%) as a white solid. 1H NMR (DMSO-d6) δ 2.19 (br s, 3H); MS (ESI+) m/z 160.9 (M+H)+.

후처리

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with water

출처 및 근거

ORD 기록
ord-1e0a740b74704675bb6831cfb7f6da09
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09346795B2

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