1-Bromo-2-Chloroethane → 5-(2-chloroethoxy)-2-methyl-3-{4-phenyl-5-[1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl]-1,3-thiazol-2-yl}pyrazolo[1,5-a]pyridine

HRID 1530076ノート

反応式

HRID 1530076 の反応式
Br[CH2:2][CH2:3][Cl:4].[CH3:5][C:6]1[C:15]([C:16]2[S:17][C:18]([C:27]3[N:31]=[CH:30][N:29]([CH:32]4[CH2:37][CH2:36][CH2:35][CH2:34][O:33]4)[N:28]=3)=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:20]=2)=[C:9]2[CH:10]=[C:11]([OH:14])[CH:12]=[CH:13][N:8]2[N:7]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>>[Cl:4][CH2:3][CH2:2][O:14][C:11]1[CH:12]=[CH:13][N:8]2[N:7]=[C:6]([CH3:5])[C:15]([C:16]3[S:17][C:18]([C:27]4[N:31]=[CH:30][N:29]([CH:32]5[CH2:37][CH2:36][CH2:35][CH2:34][O:33]5)[N:28]=4)=[C:19]([C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:20]=3)=[C:9]2[CH:10]=1

参加物

4

反応物 3

HCID 78491-Bromo-2-ChloroethaneHCID 10796Cesium carbonateHCID 178433751HCID 178433751、化合物

生成物 1

HCID 668553945-(2-chloroethoxy)-2-methyl-3-{4-phenyl-5-[1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl]-1,3-thiazol-2-yl}pyrazolo[1,5-a]pyridine収率 93.6%

実験手順

The title compound has been prepared according to the similar manner described in 85-B (ii) from 1-bromo-2-chloroethane (163 μL, 1.96 mmol), 2-methyl-3-{4-phenyl-5-[1-(tetrahydro-2H-pyran-2-yl)-1H-1,2,4-triazol-3-yl]-1,3-thiazol-2-yl}pyrazolo[1,5-a]pyridin-5-ol (300 mg, 0.654 mmol) obtained in Example 31-B-(i) and cesium carbonate (639 mg, 1.96 mmol). The crude product has been roughly purified by simple filtration through silica gel pad (5 g) and then washed with diethyl ether (20 mL) to give title compound (319 mg, 93%) as a colorless solid.

後処理

  1. filtrationThe crude product has been roughly purified by simple filtration through silica gel pad (5 g)
  2. washwashed with diethyl ether (20 mL)

出典と根拠

ORDレコード
ord-7a921f34adba4a8ea39c16f96fb99255
出典データセット
uspto-grants-2015_07
特許番号
US09090601B2

反応ノート

読み込み中…