Dimethylformamide → 5-Bromopyrimidine-2-carbonyl chloride

HRID 1253614ノート

反応式

HRID 1253614 の反応式
[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

参加物

7

反応物 3

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

生成物 1

HCID 596746575-Bromopyrimidine-2-carbonyl chloride収率 97.6%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide触媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

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).

後処理

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

出典と根拠

ORDレコード
ord-2480056584af4cd4ac0dc7b2c9507d83
出典データセット
uspto-grants-2013_06
特許番号
US08455496B2

反応ノート

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