4-Amino-4'-chlorodiphenyl → Ethyl 3-(5-(2-(((4'-chloro-[1,1'-biphenyl]-4-yl)amino)methyl)-6-(trifluoromethyl)phenyl)picolinamido)propanoate

HRID 405180

반응식

HRID 405180 반응식
[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[CH:15]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[C:18]=1[C:27]1[CH:28]=[CH:29][C:30]([C:33]([NH:35][CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[O:34])=[N:31][CH:32]=1)=O.[Cl:43][C:44]1[CH:49]=[CH:48][C:47]([C:50]2[CH:55]=[CH:54][C:53]([NH2:56])=[CH:52][CH:51]=2)=[CH:46][CH:45]=1.C([O-])([O-])=O.[K+].[K+]>CC(O)=O.C(Cl)Cl>[Cl:43][C:44]1[CH:45]=[CH:46][C:47]([C:50]2[CH:55]=[CH:54][C:53]([NH:56][CH2:15][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[C:18]=3[C:27]3[CH:28]=[CH:29][C:30]([C:33]([NH:35][CH2:36][CH2:37][C:38]([O:40][CH2:41][CH3:42])=[O:39])=[O:34])=[N:31][CH:32]=3)=[CH:52][CH:51]=2)=[CH:48][CH:49]=1

참가 물질

7

반응물 4

HCID 86754-Amino-4'-chlorodiphenylHCID 11430Potassium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 86674256Ethyl 3-(5-(2-formyl-6-(trifluoromethyl)phenyl)picolinamido)propanoate

생성물 1

HCID 71059902Ethyl 3-(5-(2-(((4'-chloro-[1,1'-biphenyl]-4-yl)amino)methyl)-6-(trifluoromethyl)phenyl)picolinamido)propanoate

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 6344Dichloromethane용매

반응 조건

온도
40 °C

실험 절차

Solid NaBH(OAc)3 (68 mg, 0.32 mmol) was added to a DCM solution (0.4 mL) of ethyl 3-(5-(2-formyl-6-(trifluoromethyl)phenyl)picolinamido)propanoate (50.8 mg, 0.13 mmol) and 4′-chloro-[1,1′-biphenyl]-4-amine (28.9 mg, 0.14 mmol), and AcOH (0.07 mL) and the resulting mixture was warmed to 40° C. After 45 min 5M aqueous K2CO3 was added and the resulting mixture was extracted with DCM. The combined organics were dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.

후처리

  1. extractionthe resulting mixture was extracted with DCM
  2. dry with materialThe combined organics were dried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified via column chromatography

출처 및 근거

ORD 기록
ord-dcdfb6295403412cacfbe8696e3861ee
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748624B2

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