Acetic Acid → 5-(cyclopentylamino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4'-((dimethylamino)methyl)-4-methyl-[1,1'-biphenyl]-3-carboxamide

HRID 1616354ノート

反応式

HRID 1616354 の反応式
[CH:1]1([NH:6][C:7]2[C:8]([CH3:34])=[C:9]([C:21]([NH:23][CH2:24][C:25]3[C:26](=[O:33])[NH:27][C:28]([CH3:32])=[CH:29][C:30]=3[CH3:31])=[O:22])[CH:10]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][CH:14]=3)[CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:35][NH:36][CH3:37].C(O)(=O)C.C([BH3-])#N.[Na+]>CO>[CH:1]1([NH:6][C:7]2[C:8]([CH3:34])=[C:9]([C:21]([NH:23][CH2:24][C:25]3[C:26](=[O:33])[NH:27][C:28]([CH3:32])=[CH:29][C:30]=3[CH3:31])=[O:22])[CH:10]=[C:11]([C:13]3[CH:14]=[CH:15][C:16]([CH2:19][N:36]([CH3:37])[CH3:35])=[CH:17][CH:18]=3)[CH:12]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 674DimethylamineHCID 5003444Sodium cyanoborohydrideHCID 866726395-(cyclopentylamino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4'-formyl-4-methyl-[1,1'-biphenyl]-3-carboxamide

生成物 1

HCID 708723055-(cyclopentylamino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4'-((dimethylamino)methyl)-4-methyl-[1,1'-biphenyl]-3-carboxamide

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a stirred solution of 5-(cyclopentylamino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4′-formyl-4-methyl-[1,1′-biphenyl]-3-carboxamide (0.11 g, 0.24 mmol) and N,N-dimethylamine (0.044 g, 1.2 mmol) in methanol (3 mL) was added acetic acid (0.014 g, 0.24 mmol) and the solution stirred at room temperature for 3 h. Then sodium cyanoborohydride (0.030 g, 0.48 mmol) was added and the solution stirred overnight. The solvent was removed under reduced pressure and the residue purified by column chromatography over silica gel to afford desired 5-(cyclopentylamino)-N-((4,6-dimethyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-4′-((dimethylamino)methyl)-4-methyl-[1,1′-biphenyl]-3-carboxamide

後処理

  1. stirringthe solution stirred overnight
  2. customThe solvent was removed under reduced pressure
  3. customthe residue purified by column chromatography over silica gel

出典と根拠

ORDレコード
ord-d0d4d0b3d53c439ca4d706ba4235da03
出典データセット
uspto-grants-2014_07
特許番号
US08765732B2

反応ノート

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