Dimethylformamide → 5-Bromopyrimidine-2-carbonyl chloride

HRID 1027702노트

반응식

HRID 1027702 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 97.6%

시약·촉매·용매 3

HCID 6228Dimethylformamide촉매HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

Oxalyl chloride (1.45 g, 11.1 mmol) was added to a suspension of 5-Bromo-pyrimidine-2-carboxylic acid (1.5 g, 7.4 mmol) in dichloromethane (50 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 and all of 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 (1.6 g).

후처리

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

출처 및 근거

ORD 기록
ord-bedf0140362345e0932336ddd464982c
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735396B2

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