Acetyl chloride → HCID 21999034, 화합물

반응식

[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH2:11])[CH:9]=2)[C:4]([C:12]2[C:13](=[O:29])[NH:14][C:15](=[O:28])[C:16]=2[C:17]2[C:25]3[C:20](=[CH:21][C:22]([NH2:26])=[CH:23][CH:24]=3)[N:19]([CH3:27])[CH:18]=2)=[CH:3]1.C(N(CC)CC)C.[C:37](Cl)(=[O:39])[CH3:38].[O:41]1CC[CH2:43][CH2:42]1>>[C:37]([NH:26][C:22]1[CH:21]=[C:20]2[C:25]([C:17]([C:16]3[C:15](=[O:28])[NH:14][C:13](=[O:29])[C:12]=3[C:4]3[C:5]4[C:10](=[CH:9][C:8]([NH:11][C:42](=[O:41])[CH3:43])=[CH:7][CH:6]=4)[N:2]([CH3:1])[CH:3]=3)=[CH:18][N:19]2[CH3:27])=[CH:24][CH:23]=1)(=[O:39])[CH3:38]

참가 물질

반응물 4

HCID 6367Acetyl chloride

HCID 8028Tetrahydrofuran

HCID 8471Triethylamine

HCID 21999014HCID 21999014, 화합물

생성물 1

HCID 21999034HCID 21999034, 화합물수율 23%

반응 조건

온도: 0 °C

실험 절차

3,4-Bis-(1-methyl-6-amino-1H-indol-3-yl)-pyrrole-2,5-dione (50 mg, 0.13 mmole) was dissolved in tetrahydrofuran (2.5 mL) and cooled to 0° C. Triethylamine (38.5 μl, 0.27 mm) was added followed by acetyl chloride (19.4 pl, 0.27 mmole). The reaction was stirred for 30 min, then concentrated. The reaction mixture was dissolved in chloroform, washed with 0.1 N hydrochloric acid and the organic was dried over magnesiun sulfate, filtered and concentrated. The product was purified by column chromatography in 5% methanol/ethyl acetate to give N-{3-[4-(6-acetylamino-1-methyl-1H-indol-3-yl)-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl]-1-methyl-1H-indol-6-yl}-acetamide (14 mg, 23%).