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

HRID 250830

반응식

HRID 250830 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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%

후처리

  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)

출처 및 근거

ORD 기록
ord-2605fc5eb73a4faab54d27b1da1b981b
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07863332B2

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