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 2282239ノート

反応式

HRID 2282239 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-e239ee89734e4324a83ebacff9dbd6b6
出典データセット
uspto-grants-2015_09
特許番号
US09139589B2

反応ノート

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