Dimethylformamide → 5-Bromopyrimidine-2-carbonyl chloride

HRID 1253611노트

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HRID 1253611 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-ce341de1623a48fea811032cf123be48
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08455496B2

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