Dimethylamine → 2-Amino-5-bromo-N,N-dimethylnicotinamide

HRID 241059

反応式

HRID 241059 の反応式
[NH2:1][C:2]1[N:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4](O)=[O:5].[CH3:12][NH:13][CH3:14].C(P(C#N)(CC)=O)C.C(N(CC)CC)C>O1CCCC1>[NH2:1][C:2]1[N:10]=[CH:9][C:8]([Br:11])=[CH:7][C:3]=1[C:4]([N:13]([CH3:14])[CH3:12])=[O:5]

参加物

6

反応物 4

HCID 674DimethylamineHCID 8471TriethylamineHCID 7374452-Amino-5-bromonicotinic acidHCID 13586794Diethylphosphorylcyanide

生成物 1

HCID 575375472-Amino-5-bromo-N,N-dimethylnicotinamide

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of 2-amino-5-bromonicotinic acid (0.35 g, 1.61 mmol) in tetrahydrofuran (5 mL) was added dimethylamine (0.8 mL of a 2M solution in tetrahydrofuran, 1.60 mmol), diethylphosphoryl cyanide (0.29 g, 1.77 mmol), and triethylamine (0.34 g, 3.38 mmol) at 0° C. The mixture was stirred at 0° C. for 30 min and then at room temperature for 4 h. Concentration and purification by column chromatography on silica (5-10% methanol in dichloromethane) gave the title Compound as a white solid. MS (EI) for C8H10BrN3O: 244 (MH+).

後処理

  1. waitat room temperature for 4 h
  2. concentrationConcentration and purification by column chromatography on silica (5-10% methanol in dichloromethane)

出典と根拠

ORDレコード
ord-7eb2afd095d64758978e9225e02497c7
出典データセット
uspto-grants-2014_02
特許番号
US08648066B2

関連ノート

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