3-(1-methyl-3-indolyl)-4-[1-[3-(methylsulphonyloxy)propyl]-3-indolyl]-1H-pyrrole-2,5-dione → 3-(1-methyl-3-indolyl)-4-[1-[3-(2-pyrimidinylthio)propyl]-3-indolyl]-1H-pyrrole-2,5-dione

HRID 345680Notes

Reaction equation

HRID 345680 reaction equation
[SH:1][C:2]1[N:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[C:19](=[O:41])[NH:20][C:21](=[O:40])[C:22]=2[C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]([CH2:32][CH2:33][CH2:34]OS(C)(=O)=O)[CH:24]=2)=[CH:10]1>>[CH3:8][N:9]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([C:18]2[C:19](=[O:41])[NH:20][C:21](=[O:40])[C:22]=2[C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25]([CH2:32][CH2:33][CH2:34][S:1][C:2]3[N:7]=[CH:6][CH:5]=[CH:4][N:3]=3)[CH:24]=2)=[CH:10]1

Participants

3

Reactant 2

HCID 151630513-(1-methyl-3-indolyl)-4-[1-[3-(methylsulphonyloxy)propyl]-3-indolyl]-1H-pyrrole-2,5-dioneHCID 178418793HCID 178418793, compound

Product 1

HCID 187802253-(1-methyl-3-indolyl)-4-[1-[3-(2-pyrimidinylthio)propyl]-3-indolyl]-1H-pyrrole-2,5-dioneYield 43.5%

Procedure

In an analogous manner to that described in Example 59, from 25 mg of 2-mercaptopyrimidine and 100 mg of the product of Example 58, there were obtained 45 mg of 3-(1-methyl-3-indolyl)-4-[1-[3-(2-pyrimidinylthio)propyl]-3-indolyl]-1H-pyrrole-2,5-dione, m.p. 125°-127° C.

Sources & evidence

ORD record
ord-2a07abfb305d42468432ffa099b49286
Source dataset
uspto-grants-1991_10
Patent number
US05057614

Reaction notes

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