Acetic Acid → Ethyl 3-(5-(2-(((4-iodophenyl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate

HRID 405148

反応式

HRID 405148 の反応式
[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+].[CH:15]([C:17]1[CH:22]=[CH:21][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:19][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.[I:43][C:44]1[CH:50]=[CH:49][C:47]([NH2:48])=[CH:46][CH:45]=1.CC(O)=O>CCOC(C)=O.ClCCCl>[I:43][C:44]1[CH:50]=[CH:49][C:47]([NH:48][CH2:15][C:17]2[CH:22]=[CH:21][C:20]([C:23]([F:25])([F:24])[F:26])=[CH:19][C:18]=2[C:27]2[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]=2)=[CH:46][CH:45]=1

参加物

7

反応物 4

HCID 176Acetic AcidHCID 108934-IodoanilineHCID 5049666Sodium triacetoxyborohydrideHCID 86674249Ethyl 3-(5-(2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate

生成物 1

HCID 71060061Ethyl 3-(5-(2-(((4-iodophenyl)amino)methyl)-5-(trifluoromethyl)phenyl)picolinamido)propanoate

試薬・触媒・溶媒 2

HCID 111,2-Dichloroethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Solid NaBH(OAc)3 (2.2 g, 10.1 mmol) was added to a DCE solution (22 mL) of ethyl 3-(5-(2-formyl-5-(trifluoromethyl)phenyl)picolinamido)propanoate (2.0 g, 5.1 mmol), 4-iodoaniline (1.2 g, 5.6 mmol), and AcOH (1.2 mL, 20.3 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), dry-packed onto silica gel and purified via column chromatography to yield the title compound.

後処理

  1. washwashed with water and brine
  2. dry with materialdried (Na2SO4)
  3. customdry-packed onto silica gel and purified via column chromatography

出典と根拠

ORDレコード
ord-ad09555e043746d8b03176b9abe09cbc
出典データセット
uspto-grants-2014_06
特許番号
US08748624B2

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