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

HRID 2091951노트

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HRID 2091951 반응식
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

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 3007855Zincchloride촉매HCID 111,2-Dichloroethane용매HCID 6386tert-Butanol용매

실험 절차

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+).

후처리

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

출처 및 근거

ORD 기록
ord-c0ed4d1ae9114672a198ece0ddd6b8c6
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08440681B2

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