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Ammonium Chloride → (S)-N-(3-(3-(2-Amino-4-chloro-5-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thioureido)-4-chlorobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

HRID 1258752
ノート
印刷プレビュー

反応式

HRID 1258752 の反応式
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[NH:19][C:20]([NH:22][C:23]1[CH:28]=[C:27]([N:29]2[CH2:33][CH2:32][CH2:31][C@H:30]2[CH2:34][O:35][CH3:36])[C:26]([Cl:37])=[CH:25][C:24]=1[N+:38]([O-])=O)=[S:21].[NH4+].[Cl-]>[Fe].CCO>[NH2:38][C:24]1[CH:25]=[C:26]([Cl:37])[C:27]([N:29]2[CH2:33][CH2:32][CH2:31][C@H:30]2[CH2:34][O:35][CH3:36])=[CH:28][C:23]=1[NH:22][C:20](=[S:21])[NH:19][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:2]=1[Cl:1])[CH2:6][NH:7][C:8]([C:10]1([C:13]([F:16])([F:15])[F:14])[CH2:11][CH2:12]1)=[O:9]
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 2

HCID 25517Ammonium ChlorideHCID 86674356(S)-N-(4-Chloro-3-(3-(4-chloro-5-(2-(methoxymethyl)pyrrolidin-1-yl)-2-nitrophenyl)thioureido)benzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

生成物 1

HCID 86674358(S)-N-(3-(3-(2-Amino-4-chloro-5-(2-(methoxymethyl)pyrrolidin-1-yl)phenyl)thioureido)-4-chlorobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

試薬・触媒・溶媒 2

HCID 23925Iron触媒
HCID 702
Ethanol
溶媒

反応条件

温度
90 °C

実験手順

A mixture of (S)—N-(4-chloro-3-(3-(4-chloro-5-(2-(methoxymethyl)pyrrolidin-1-yl)-2-nitrophenyl)thioureido)benzyl)-1-(trifluoromethyl)cyclopropanecarboxamide (145 mg; 0.23 mmol), Fe (65 mg; 1.2 mmol), saturated aqueous NH4Cl-solution (3 mL) and EtOH (3 mL) was stirred at 90° C. for 2 h. The mixture was basicified to pH-9-10 and filtered through celite. The celite pad was washed with EtOH and EtOAc. The mixture was concentrated and the residue was extracted with EtOAc. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was washed with Et2O to give the sub-title compound.

後処理

  1. filtrationfiltered through celite
  2. washThe celite pad was washed with EtOH and EtOAc
  3. concentrationThe mixture was concentrated
  4. extractionthe residue was extracted with EtOAc
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. washThe residue was washed with Et2O

出典と根拠

ORDレコード
ord-319a60ff269c4968a7a269ed776812f6
出典データセット
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08466186B2

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