Sodium hydride → 4-Chloro-6-{1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamine

HRID 2426408ノート

反応式

HRID 2426408 の反応式
[NH2:1][C:2]1[N:7]=[C:6]([Cl:8])[CH:5]=[C:4](Cl)[N:3]=1.[CH3:10][C:11]1[CH:15]=[C:14]([CH3:16])[N:13]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=2[CH:23]([OH:28])[C:24]([F:27])([F:26])[F:25])[N:12]=1.[H-].[Na+]>C1COCC1>[Cl:8][C:6]1[CH:5]=[C:4]([O:28][CH:23]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=2[N:13]2[C:14]([CH3:16])=[CH:15][C:11]([CH3:10])=[N:12]2)[C:24]([F:25])([F:27])[F:26])[N:3]=[C:2]([NH2:1])[N:7]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 655222-Amino-4,6-dichloropyrimidineHCID 667426631-[2-(3,5-Dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethanol

生成物 1

HCID 866210944-Chloro-6-{1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamine収率 108.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
42.5 °C

実験手順

2-Amino-4,6-dichloro pyrimidine (0.074 g, 0.45 mmol), 1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethanol (0.120 g, 0.45 mmol), NaH (0.022 g, 0.59 mmol) were added to anhydrous THF (10 ml) under nitrogen atmosphere. The reaction was stirred at 40-45° C. for 6 h, and then cooled to room temperature, and quenched with water (0.2 ml). The reaction mixture was concentrated to give crude 4-chloro-6-{1-[2-(3,5-dimethyl-pyrazol-1-yl)-phenyl]-2,2,2-trifluoro-ethoxy]-pyrimidin-2-ylamine (0.195 g, >90% pure by LCMS) which was directly used in the following step.

後処理

  1. temperaturecooled to room temperature
  2. customquenched with water (0.2 ml)
  3. concentrationThe reaction mixture was concentrated

出典と根拠

ORDレコード
ord-fe79d5d452994831ae75a5a04572f43b
出典データセット
uspto-grants-2011_06
特許番号
US07968559B2

反応ノート

読み込み中…