Triethylamine → 1-Methyl-5-(2-phenyl-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester

HRID 1958322노트

반응식

HRID 1958322 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH3:14])[C:10]=1[C:11](Cl)=[O:12])=[O:5])[CH3:2].[C:15]1([C:21]2[N:22]=[C:23]3[N:28]=[C:27]([NH2:29])[CH:26]=[CH:25][N:24]3[CH:30]=2)[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(N(CC)CC)C>ClCCl>[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH3:14])[C:10]=1[C:11](=[O:12])[NH:29][C:27]1[CH:26]=[CH:25][N:24]2[CH:30]=[C:21]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:22]=[C:23]2[N:28]=1)=[O:5])[CH3:2]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 508783902-Phenylimidazo[1,2-A]pyrimidin-7-amineHCID 60136485Ethyl 5-(chlorocarbonyl)-1-methyl-1H-pyrazole-4-carboxylate

생성물 1

HCID 673883431-Methyl-5-(2-phenyl-imidazo[1,2-a]pyrimidin-7-ylcarbamoyl)-1H-pyrazole-4-carboxylic acid ethyl ester수율 71%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

5-Chlorocarbonyl-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (3.60 g, assumed purity 60%, 10 mmol) was added slowly to a cooled (0° C.) solution of 2-phenylimidazo[1,2-a]pyrimidin-7-amine (example 1, step 1, 2.52 g, 12 mmol) and triethylamine (2.02 g, 20 mmol) in dichloromethane (50 ml), and the suspension was stirred overnight at RT. The mixture was taken up in dichloromethane, and washed with water. The combined organic layers were dried (Na2SO4), filtered, and the solvent was evaporated under reduced pressure. The title compound (2.75 g, 71%) was isolated from the residue by column chromatography (silica gel, heptane:ethyl acetate=100:0-60:40). MS (m/e)=391.2 [M+H+].

후처리

  1. washwashed with water
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. customthe solvent was evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-96088bcb9b5d48c191e6ed6b93fb9392
출처 데이터셋
uspto-grants-2013_04
특허 번호
US08410117B2

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