Dimethylformamide → 5-Bromopyrimidine-2-carbonyl chloride

HRID 1027699노트

반응식

HRID 1027699 반응식
[C:1](Cl)(=O)[C:2]([Cl:4])=[O:3].[Br:7][C:8]1[CH:9]=[N:10]C(C(O)=O)=[N:12][CH:13]=1.CN(C)C=O>ClCCl.CN(C)C=O.CO>[Br:7][C:8]1[CH:13]=[N:12][C:1]([C:2]([Cl:4])=[O:3])=[N:10][CH:9]=1

참가 물질

7

반응물 3

HCID 6228DimethylformamideHCID 65578Oxalyl chlorideHCID 164629705-Bromopyrimidine-2-carboxylic acid

생성물 1

HCID 596746575-Bromopyrimidine-2-carbonyl chloride수율 100%

시약·촉매·용매 3

HCID 6228Dimethylformamide촉매HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Oxalyl chloride (47.4 g, 369 mmol) was added to a suspension of 5-Bromo-pyrimidine-2-carboxylic acid (50 g, 250 mmol) in dichloromethane (821 ml) at room temperature followed by 1-2 drop of dimethylformamide. The reaction mixture was stirred under nitrogen for 2 hours LCMS in methanol indicated the presence of the methyl ester and some acid. Dimethylformamide (0.2 ml) was added to the reaction mixture. The acid dissolved after 30 minutes. LCMS showed corresponding methyl ester and no starting material peak was observed. The solvent was removed and dried in vacuo to afford the crude 5-Bromo-pyrimidine-2-carbonyl chloride (55 g, 100%).

후처리

  1. dissolutionThe acid dissolved after 30 minutes
  2. customThe solvent was removed
  3. customdried in vacuo

출처 및 근거

ORD 기록
ord-0996af05180240c29e39d7292b712f9e
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735396B2

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