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4-Toluenesulfonyl chloride → Toluene-4-sulfonic acid 2-(1-{3-[2-chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazol-4-yl)-ethyl ester

HRID 2067243
ノート
印刷プレビュー

反応式

HRID 2067243 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([N:25]2[CH:29]=[C:28]([CH2:30][CH2:31][OH:32])[N:27]=[N:26]2)[CH:22]=[CH:21][C:20]=1[CH3:33])=[O:18].[CH3:34][C:35]1[CH:40]=[CH:39][C:38]([S:41](Cl)(=[O:43])=[O:42])=[CH:37][CH:36]=1.CCOC(C)=O.O>N1C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][C:10]=2[F:16])[CH:5]=[CH:4][C:3]=1[C:17]([C:19]1[CH:24]=[C:23]([N:25]2[CH:29]=[C:28]([CH2:30][CH2:31][O:32][S:41]([C:38]3[CH:39]=[CH:40][C:35]([CH3:34])=[CH:36][CH:37]=3)(=[O:43])=[O:42])[N:27]=[N:26]2)[CH:22]=[CH:21][C:20]=1[CH3:33])=[O:18]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 73974-Toluenesulfonyl chlorideHCID 11712482[2-Chloro-4-(2,4-difluoro-phenylamino)-phenyl]-{5-[4-(2-hydroxy-ethyl)-[1,2,3]triazol-1-yl]-2-methyl-phenyl}-methanoneHCID 22728543Water ethylacetate

生成物 1

HCID 86605530Toluene-4-sulfonic acid 2-(1-{3-[2-chloro-4-(2,4-difluoro-phenylamino)-benzoyl]-4-methyl-phenyl}-1H-[1,2,3]triazol-4-yl)-ethyl ester

試薬・触媒・溶媒 1

HCID 1049
Pyridine
溶媒

反応条件

温度
0 °C

実験手順

A solution of compound 128 (250 mg, 0.53 mmol) in dry pyridine (2.0 mL) was flushed with argon and cooled to 0° C. 4-Methyl-benzenesulfonyl chloride (102 mg, 0.53 mmol) was added and the reaction was allowed to come to RT overnight under stirring. The reaction mixture was poured into a mixture of EtOAc/water. The organic phase was washed with water, brine, filtered and concentrated in vacuo to give the crude product. The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 25:75 to 50:50 as the eluent to afford the title compound.

後処理

  1. washThe organic phase was washed with water, brine
  2. filtrationfiltered
  3. concentrationconcentrated in vacuo
  4. customto give the crude product
  5. customThe crude product was purified by continuous gradient flash chromatography

出典と根拠

ORDレコード
ord-b0eeb67a6bbe44c69b0310da7d2c35ef
出典データセット
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08293772B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート