Diisopropylethylamine → 2-(4-{2-[3-(2,4-Difluoro-phenyl)-1-heptyl-ureido]-ethyl}-phenylamino)-2-methyl-propionic acid

HRID 47831

反応式

HRID 47831 の反応式
[CH2:1]([NH:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][C:14]([NH:17][C:18]([CH3:23])([CH3:22])[C:19]([OH:21])=[O:20])=[CH:13][CH:12]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[F:24][C:25]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=1[N:32]=[C:33]=[O:34].C(N(CC)C(C)C)(C)C>C(Cl)Cl>[F:24][C:25]1[CH:30]=[C:29]([F:31])[CH:28]=[CH:27][C:26]=1[NH:32][C:33](=[O:34])[N:8]([CH2:9][CH2:10][C:11]1[CH:12]=[CH:13][C:14]([NH:17][C:18]([CH3:22])([CH3:23])[C:19]([OH:21])=[O:20])=[CH:15][CH:16]=1)[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 5932582,4-Difluorophenyl isocyanateHCID 234312402-[4-(2-Heptylamino-ethyl)-phenylamino]-2-methyl-propionic acid

生成物 1

HCID 234312192-(4-{2-[3-(2,4-Difluoro-phenyl)-1-heptyl-ureido]-ethyl}-phenylamino)-2-methyl-propionic acid収率 8%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of of 2-[4-(2-heptylamino-ethyl)-phenylamino]-2-methyl-propionic acid (75 mg, 234 μmol), 2,4-difluorophenyl isocyanate (33 μL, 281 μmol), N,N-diisopropylethylamine (82 μL, 468 μmol) and methylene chloride (0.5 mL) was stirred at ambient temperature for 18 h, concentrated under reduced pressure and purified by flash column chromatography (3% methanol/chloroform) to provide 8.6 mg (8%) of 2-(4-{2-[3-(2,4-difluoro-phenyl)-1-heptyl-ureido]-ethyl}-phenylamino)-2-methyl-propionic acid as a white foam.

後処理

  1. concentrationconcentrated under reduced pressure
  2. custompurified by flash column chromatography (3% methanol/chloroform)

出典と根拠

ORDレコード
ord-7a243ed2e0ac46918a8ebc5139d67617
出典データセット
uspto-grants-2004_03
特許番号
US06699904B2

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