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Methyl chloroformate → 6-[(cyclopropylmethyl)(propyl)amino]-N-[3-(1H-imidazol-1-ylmethyl)phenyl]pyrimidine-4-carboxamide

HRID 1746811
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HRID 1746811 반응식
[CH:1]1([CH2:4][N:5]([CH2:15][CH2:16][CH3:17])[C:6]2[N:11]=[CH:10][N:9]=[C:8]([C:12]([OH:14])=O)[CH:7]=2)[CH2:3][CH2:2]1.C(N(C(C)C)CC)(C)C.ClC(OC)=O.[N:32]1([CH2:37][C:38]2[CH:39]=[C:40]([CH:42]=[CH:43][CH:44]=2)[NH2:41])[CH:36]=[CH:35][N:34]=[CH:33]1>C(Cl)Cl>[CH:1]1([CH2:4][N:5]([CH2:15][CH2:16][CH3:17])[C:6]2[N:11]=[CH:10][N:9]=[C:8]([C:12]([NH:41][C:40]3[CH:42]=[CH:43][CH:44]=[C:38]([CH2:37][N:32]4[CH:36]=[CH:35][N:34]=[CH:33]4)[CH:39]=3)=[O:14])[CH:7]=2)[CH2:2][CH2:3]1
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참가 물질

6

반응물 4

HCID 6586Methyl chloroformateHCID 81531DiisopropylethylamineHCID 64818213-(1H-Imidazol-1-ylmethyl)anilineHCID 594470006-[(Cyclopropylmethyl)(propyl)amino]pyrimidine-4-carboxylic acid2회

생성물 1

HCID 594469076-[(cyclopropylmethyl)(propyl)amino]-N-[3-(1H-imidazol-1-ylmethyl)phenyl]pyrimidine-4-carboxamide

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

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온도
0 °C

실험 절차

A cooled (0° C.) solution of 6-(cyclopropylmethyl(propyl)amino)pyrimidine-4-carboxylic acid (Intermediate 21, 112 mg; 0.45 mmol) in DCM was treated with diisopropylethylamine (78.4 mL; 0.52 mmol) and methyl chloroformate (36.2 mL; 0.47 mmol). After stirring at 0° C. for 15 minutes, 3-(1H-imidazol-1-ylmethyl)aniline (Maybridge, 117 mg; 0.67 mmol) was added and the mixture stirred for 72 hours. The solvent was evaporated and the compound purified by preparative HPLC to give the title compound as a white solid.

후처리

  1. stirringthe mixture stirred for 72 hours
  2. customThe solvent was evaporated
  3. customthe compound purified by preparative HPLC

출처 및 근거

ORD 기록
ord-fcf73a56765e4077a356c5048dca2471
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09150519B2

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