Triethylamine → 4'-(4-Chloro-5-(trifluoromethyl)pyrimidin-2-ylamino)-5'-methoxy-N,2'-dimethylbiphenyl-4-carboxamide

HRID 2091951ノート

反応式

HRID 2091951 の反応式
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=1.[NH2:13][C:14]1[C:19]([O:20][CH3:21])=[CH:18][C:17]([C:22]2[CH:27]=[CH:26][C:25]([C:28]([NH:30][CH3:31])=[O:29])=[CH:24][CH:23]=2)=[C:16]([CH3:32])[CH:15]=1.C(N(CC)CC)C>ClCCCl.CC(O)(C)C.[Cl-].[Zn+2].[Cl-]>[Cl:8][C:6]1[C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][N:3]=[C:2]([NH:13][C:14]2[C:19]([O:20][CH3:21])=[CH:18][C:17]([C:22]3[CH:27]=[CH:26][C:25]([C:28]([NH:30][CH3:31])=[O:29])=[CH:24][CH:23]=3)=[C:16]([CH3:32])[CH:15]=2)[N:7]=1

参加物

7

反応物 3

HCID 8471TriethylamineHCID 27827742,4-Dichloro-5-(trifluoromethyl)pyrimidineHCID 595867914'-Amino-5'-methoxy-N,2'-dimethylbiphenyl-4-carboxamide

生成物 1

HCID 866477934'-(4-Chloro-5-(trifluoromethyl)pyrimidin-2-ylamino)-5'-methoxy-N,2'-dimethylbiphenyl-4-carboxamide

試薬・触媒・溶媒 3

HCID 3007855Zincchloride触媒HCID 111,2-Dichloroethane溶媒HCID 6386tert-Butanol溶媒

実験手順

To the mixture of 2,4-dichloro-5-(trifluoromethyl)pyrimidine (100 mg, 0.46 mmol) in 0.5 mL of DCE and 0.5 mL of t-BuOH is added zinc chloride (1.0 M in ether, 0.46 mL, 0.46 mmol), and stirred 30 min. 4′-amino-5′-methoxy-N,2′-dimethylbiphenyl-4-carboxamide (111 mg, 0.414 mmol) and triethylamine (46 mg, 0.46 mmol) are added sequentially, and the reaction is stirred at room temperature overnight. The precipitate is filtered, washed by MeOH, and dried in vacuo to afford 4′-(4-Chloro-5-(trifluoromethyl)pyrimidin-2-ylamino)-5′-methoxy-N,2′-dimethylbiphenyl-4-carboxamide as a white solid; ESMS m/z 451.1 (M+H+).

後処理

  1. stirringthe reaction is stirred at room temperature overnight
  2. filtrationThe precipitate is filtered
  3. washwashed by MeOH
  4. customdried in vacuo

出典と根拠

ORDレコード
ord-c0ed4d1ae9114672a198ece0ddd6b8c6
出典データセット
uspto-grants-2013_05
特許番号
US08440681B2

反応ノート

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