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Acetic Acid → Ethyl 3-(5-(2-(((2',4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoate

HRID 405175
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HRID 405175 반응식
[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[CH:15]([C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=1[C:25]1[CH:26]=[CH:27][C:28]([C:31]([NH:33][CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[O:32])=[N:29][CH:30]=1)=O.[Cl:41][C:42]1[CH:47]=[C:46]([Cl:48])[CH:45]=[CH:44][C:43]=1[C:49]1[CH:54]=[CH:53][C:52]([NH2:55])=[CH:51][CH:50]=1.CC(O)=O>CCOC(C)=O.ClCCCl>[Cl:41][C:42]1[CH:47]=[C:46]([Cl:48])[CH:45]=[CH:44][C:43]=1[C:49]1[CH:54]=[CH:53][C:52]([NH:55][CH2:15][C:17]2[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=2[C:25]2[CH:26]=[CH:27][C:28]([C:31]([NH:33][CH2:34][CH2:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[O:32])=[N:29][CH:30]=2)=[CH:51][CH:50]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 5049666Sodium triacetoxyborohydrideHCID 99647252',4'-Dichloro-[1,1'-biphenyl]-4-amineHCID 86674255Ethyl 3-(5-(2-formyl-4-methoxyphenyl)picolinamido)propanoate

생성물 1

HCID 71060006Ethyl 3-(5-(2-(((2',4'-dichloro-[1,1'-biphenyl]-4-yl)amino)methyl)-4-methoxyphenyl)picolinamido)propanoate

시약·촉매·용매 2

HCID 111,2-Dichloroethane용매
HCID 8857Ethyl Acetate용매

실험 절차

Solid NaBH(OAc)3 (89 mg, 0.42 mmol) was added to a DCE solution (1 mL) of ethyl 3-(5-(2-formyl-4-methoxyphenyl)picolinamido)propanoate (100 mg, 0.28 mmol), 2′,4′-dichloro-[1,1′-biphenyl]-4-amine (100 mg, 0.42 mmol), and AcOH (0.02 mL, 0.28 mmol) and the resulting mixture was stirred at room temperature. After 16 h the resulting mixture diluted with EtOAc washed with water and brine, dried (Na2SO4), concentrated and purified via column chromatography to yield the title compound.

후처리

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated
  4. custompurified via column chromatography

출처 및 근거

ORD 기록
ord-4840c3ec70e840e5a22a4f0ea735a746
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748624B2

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