Water → 2-(6-Bromopyridin-3-ylamino)-5-chlorobenzoic acid

HRID 42043

反応式

HRID 42043 の反応式
[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.Cl[C:10]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:11]=1[C:12]([OH:14])=[O:13].C([O-])([O-])=O.[K+].[K+].O>COCCOC>[Br:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][C:10]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:11]=2[C:12]([OH:14])=[O:13])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 962WaterHCID 57842,5-Dichlorobenzoic acidHCID 11430Potassium CarbonateHCID 6428116-Bromopyridin-3-amine

生成物 1

HCID 866572592-(6-Bromopyridin-3-ylamino)-5-chlorobenzoic acid収率 34.5%

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

反応条件

温度
130 °C

実験手順

A mixture of 6-bromopyridin-3-amine (27.27 mmol, 4.70 g), 2,5-dichlorobenzoic acid (54.34 mmol, 10.38 g), Cu (2.71 mmol, 0.2 g), Cu2O (1.36 mmol, 0.2 g) and K2CO3 (54.27 mmol, 7.5 g) in 1,2-dimethoxiethane (40 ml) was heated in a microwave oven at 130° C. for 14 hours, under nitrogen atmosphere. Water was added and the mixture was filtered through celite and extracted with AcOEt. The organic phase was washed with saturated K2CO3 aqueous solution and brine. The solvent was evaporated to afford 3.08 g (yield 31%) of the expected product.

後処理

  1. filtrationthe mixture was filtered through celite
  2. extractionextracted with AcOEt
  3. washThe organic phase was washed with saturated K2CO3 aqueous solution and brine
  4. customThe solvent was evaporated

出典と根拠

ORDレコード
ord-5fc2bee7eea0409d8f13fead24c1c4c6
出典データセット
uspto-grants-2013_09
特許番号
US08536165B2

関連ノート

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