Imidazole → HCID 19032962, compound

HRID 266306Notes

Reaction equation

HRID 266306 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([CH2:25]OS(C)(=O)=O)[C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:31]1[CH:35]=[CH:34][N:33]=[CH:32]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH:12]([CH2:25][N:31]2[CH:35]=[CH:34][N:33]=[CH:32]2)[C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])=[O:14])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 795ImidazoleHCID 19032941HCID 19032941, compound

Product 1

HCID 19032962HCID 19032962, compound

Procedure

The procedure described in Example 79 was repeated, except that (RS)-2-(4-chlorobenzenesulfonylamino)-3-methanesulfonyloxy-N-(5-methoxycarbonylpentyl)propanamide (150.3 mg) was reacted with imidazole to obtain the desired (RS)-2-(4-chlorobenzenesulfonylamino)-N-(5-methoxycarbonylpentyl)-3-(1H-imidazol-1-yl)propanamide (46.8 mg) together with a less polar by-product. The by-product was not investigated further.

Sources & evidence

ORD record
ord-5d85d14bb4434077a637e8de2e703fbe
Source dataset
uspto-grants-1997_07
Patent number
US05650428

Reaction notes

Loading…