Water → HCID 19972725, compound

HRID 1452338Notes

Reaction equation

[CH3:1][S:2]([Cl:5])(=[O:4])=[O:3].[NH2:6][C:7]1[CH:8]=[C:9]([C:25](=[O:44])[NH:26][CH2:27][CH2:28][CH2:29][N:30]2[CH2:35][CH2:34][N:33]([C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][C:37]=3[O:42][CH3:43])[CH2:32][CH2:31]2)[C:10]2[O:15][C:14]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[C:13]([CH3:22])[C:12](=[O:23])[C:11]=2[CH:24]=1.C(N(CC)CC)C.O>CN(C)C=O>[ClH:5].[CH3:43][O:42][C:37]1[CH:38]=[CH:39][CH:40]=[CH:41][C:36]=1[N:33]1[CH2:34][CH2:35][N:30]([CH2:29][CH2:28][CH2:27][NH:26][C:25]([C:9]2[C:10]3[O:15][C:14]([C:16]4[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=4)=[C:13]([CH3:22])[C:12](=[O:23])[C:11]=3[CH:24]=[C:7]([NH:6][S:2]([CH3:1])(=[O:4])=[O:3])[CH:8]=2)=[O:44])[CH2:31][CH2:32]1

Participants

Conditions

Temperature: -20 °C

Procedure

0.032 ml of methanesulfonyl chloride in 1 ml of dimethylformamide was added dropwise in 10 minutes to a solution of 0.21 g of compound of Example 94 and 0.062 ml of triethylamine in 4 ml of dimethylformamide, stirred at -20° C. Stirring was continued at the same temperature for 3.5 hours. After this period, the reaction mixture was poured into water and the suspension was filtered by suction, yielding 0.1 g of the title compound which was recrystallized from 80% ethanol (m.p. 272°-275° C.).

Workup

stirringStirring
waitAfter this period
filtrationthe suspension was filtered by suction

Sources & evidence

ORD record: ord-7b4cbf1da41941c6a143e9f7073b38b7
Source dataset: uspto-grants-1997_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05605896

Reaction notes

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