Pentane, 1-isocyanato- → Methyl 3-[3'-(1-methyl-3-pentylureido)biphenyl-4-yl]propanoate

HRID 250830ノート

反応式

HRID 250830 の反応式
[CH2:1]([N:6]=[C:7]=[O:8])[CH2:2][CH2:3][CH2:4][CH3:5].[CH3:9][NH:10][C:11]1[CH:12]=[C:13]([C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])=[CH:19][CH:18]=2)[CH:14]=[CH:15][CH:16]=1.O1CCCC1.C(N(CC)CC)C>O>[CH3:9][N:10]([C:11]1[CH:12]=[C:13]([C:17]2[CH:22]=[CH:21][C:20]([CH2:23][CH2:24][C:25]([O:27][CH3:28])=[O:26])=[CH:19][CH:18]=2)[CH:14]=[CH:15][CH:16]=1)[C:7]([NH:6][CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])=[O:8]

参加物

5

反応物 3

HCID 206036Pentane, 1-isocyanato-HCID 67273433Methyl 3-(3'-methylaminobiphenyl-4-yl)propanoateHCID 68616177Triethylamine tetrahydrofuran

生成物 1

HCID 67273062Methyl 3-[3'-(1-methyl-3-pentylureido)biphenyl-4-yl]propanoate収率 70%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

236 μL (1.84 mmol, 2 eq) of pentyl isocyanate are added to a solution of 250 mg (0.92 mmol, 1 eq) of methyl 3-(3′-methylaminobiphenyl-4-yl)propanoate (obtained as in 4c) in 5 mL of a 9/1 tetrahydrofuran/triethylamine mixture. The reaction mixture is stirred for 12 h at room temperature. The reaction is stopped by addition of 10 mL of water and then extracted with ethyl acetate. The organic phases are combined and dried over sodium sulfate. The solvents are evaporated off and the residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate). 245 mg of methyl 3-[3′-(1-methyl-3-pentylureido)biphenyl-4-yl]propanoate are obtained. Yield=70%

後処理

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over sodium sulfate
  3. customThe solvents are evaporated off
  4. customthe residue is then chromatographed on silica gel (70/30 heptane/ethyl acetate)

出典と根拠

ORDレコード
ord-2605fc5eb73a4faab54d27b1da1b981b
出典データセット
uspto-grants-2011_01
特許番号
US07863332B2

反応ノート

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