Ethyl Acetate → HCID 70167641、化合物
反応式
[CH3:1][C:2]([N:4]([CH3:6])C)=O.[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([NH:16][CH2:17][C:18]2[S:22][C:21]([S:23](Cl)(=[O:25])=[O:24])=[CH:20][CH:19]=2)=[O:15])=[CH:10][CH:9]=1.C[CH2:28][O:29]C(C)=O>C(Cl)Cl.CN(C=O)C>[Cl:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]([NH:16][CH2:17][C:18]2[S:22][C:21]([S:23]([N:4]3[CH2:2][CH2:1][C@@H:28]([OH:29])[CH2:6]3)(=[O:25])=[O:24])=[CH:20][CH:19]=2)=[O:15])=[CH:10][CH:9]=1参加物
5
実験手順
To a suspension of R-3-pyrrolidinol hydrochloride (530 mg, 429 mmol) and DMA (0.75 ml, 14.3 mmol) in CH2Cl2/DMF 1:1 was added a solution of 5-({[1-(4-Chlorophenyl)-methanoyl]-amino}-methyl)-thiophene-2-sulfonyl chloride 1b (1.0 g, 2.86 mmol). At the end of addition the suspension disappeared. The reaction mixture was stirred overnight. 100 ml EtOAc were added and the excess of amine was extracted with HCl (1N), followed by washings with brine. The organic layers were dried over MgSO4 and evaporated to dryness to provide 351a (1.14 g, 99.9%) as a colourless foam: H1 NMR (DMSO d6) δ 9.34 (t, J=5.8 Hz, 1H), 7.89 (d, J=8.7 Hz, 2H), 7.49 (d, J=3.8 Hz, 1H), 7.55 (d, J=8.7 Hz, 2H), 7.13 (d, J=3.8 Hz, 1H), 4.95 (d, J=3.4 Hz, 1H), 4.65 (d, J=5.6 Hz, 2H), 4.16 (m, 1H), 3.40-3.20 (m, 5H), 3.00 (m, 1H), 3.35-3.23 (m, 3H), 1.80-1.60 (m, 2H), M/Z APCI: 401.2 (M+1), 398.9 (M−1).