Cyclopropanemethanol → N-((S)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-trifluoromethyl-phenyl)-nicotinamide

HRID 1766519ノート

反応式

HRID 1766519 の反応式
CO[C:3](=[O:12])[C:4]1[CH:9]=[C:8](Br)[C:7](Cl)=[N:6][CH:5]=1.[CH:13]1([CH2:16][OH:17])[CH2:15][CH2:14]1.[F:18][C:19]([F:30])([F:29])[C:20]1[CH:25]=[CH:24][C:23](B(O)O)=[CH:22][CH:21]=1.[CH:31]1([C:34]([OH:38])([CH3:37])[CH2:35][NH2:36])[CH2:33][CH2:32]1>>[CH:31]1([C@@:34]([OH:38])([CH3:37])[CH2:35][NH:36][C:3](=[O:12])[C:4]2[CH:9]=[C:8]([C:23]3[CH:24]=[CH:25][C:20]([C:19]([F:30])([F:29])[F:18])=[CH:21][CH:22]=3)[C:7]([O:17][CH2:16][CH:13]3[CH2:15][CH2:14]3)=[N:6][CH:5]=2)[CH2:33][CH2:32]1

参加物

5

反応物 4

HCID 75644CyclopropanemethanolHCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 2764313Methyl 5-bromo-6-chloronicotinateHCID 211096921-Amino-2-cyclopropylpropan-2-ol

生成物 1

HCID 11950064N-((S)-2-Cyclopropyl-2-hydroxy-propyl)-6-cyclopropylmethoxy-5-(4-trifluoromethyl-phenyl)-nicotinamide

実験手順

The two title compounds were synthesized in analogy to the procedure described for the preparation of Example 23, using 5-bromo-6-chloro-nicotinic acid methyl ester, cyclopropylmethanol (commercially available), 4-trifluoromethylphenylboronic acid (commercially available) and 2-cyclopropyl-2-hydroxy-propylamine (commercially available) as starting materials and separated into the two enantiomers by column chromatography on chiral phase.

後処理

  1. customThe two title compounds were synthesized in analogy to the procedure
  2. customdescribed for the preparation of Example 23
  3. customseparated into the two enantiomers by column chromatography on chiral phase

出典と根拠

ORDレコード
ord-e8df2fe220314aea834388ec9cdd746a
出典データセット
uspto-grants-2007_06
特許番号
US07229999B2

反応ノート

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