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3-Chloro-4-fluoroaniline → N-(3-Chloro-4-fluoro-phenyl)-2-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid amide

HRID 1189655
ノート
印刷プレビュー

反応式

HRID 1189655 の反応式
[Cl:1][C:2]1[C:7]([CH2:8][NH:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:6][CH:5]=[C:4]([Cl:16])[C:3]=1[NH:17][C:18]1[N:22]([CH3:23])[C:21]2[CH:24]=[C:25]([N:31]3[CH2:36][CH2:35][CH:34]([C:37]([F:40])([F:39])[F:38])[CH2:33][CH2:32]3)[C:26]([C:28]([OH:30])=O)=[CH:27][C:20]=2[N:19]=1.ClC(N(C)C)=C(C)C.[Cl:49][C:50]1[CH:51]=[C:52]([CH:54]=[CH:55][C:56]=1[F:57])[NH2:53].CCN(C(C)C)C(C)C>CC#N>[Cl:49][C:50]1[CH:51]=[C:52]([NH:53][C:28]([C:26]2[C:25]([N:31]3[CH2:32][CH2:33][CH:34]([C:37]([F:39])([F:38])[F:40])[CH2:35][CH2:36]3)=[CH:24][C:21]3[N:22]([CH3:23])[C:18]([NH:17][C:3]4[C:4]([Cl:16])=[CH:5][CH:6]=[C:7]([CH2:8][NH:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])[C:2]=4[Cl:1])=[N:19][C:20]=3[CH:27]=2)=[O:30])[CH:54]=[CH:55][C:56]=1[F:57]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 97083-Chloro-4-fluoroanilineHCID 81531DiisopropylethylamineHCID 6407921-Chloro-N,N-2-trimethylpropenylamineHCID 679575572-{2,6-Dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid

生成物 1

HCID 86666467
N-(3-Chloro-4-fluoro-phenyl)-2-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid amide

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒2 回

実験手順

A mixture of 2-{2,6-dichloro-3-[(2,2-dimethyl-propionylamino)-methyl]-phenylamino}-6-[4-trifluoromethyl-piperidinyl]-1-methyl-1H-benzimidazole-5-carboxylic acid (72 mg, 0.120 mmol), (1-chloro-2-methyl-propenyl)-dimethylamine (33 mg, 0.25 mmol) and MeCN (2 mL) is stirred for 20 min. This mixture is added to 3-chloro-4-fluoro-aniline (36 mg, 0.25 mmol) and DIPEA (129 μL, 0.75 mmol) in MeCN (3 mL) and it is stirred overnight. The mixture is concentrated and the residue is taken up in DMF (2 mL) and purified by reverse phase HPLC.

後処理

  1. stirringis stirred overnight
  2. concentrationThe mixture is concentrated
  3. custompurified by reverse phase HPLC

出典と根拠

ORDレコード
ord-d40c6c15138c436ebfaf7299b851fa04
出典データセット
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08674113B2

反応ノート

読み込み中…

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