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

HRID 1620843ノート

反応式

HRID 1620843 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-46da8df6a13e40fdb2586c36ce4e4861
出典データセット
uspto-grants-2014_07
特許番号
US08772482B2

反応ノート

読み込み中…