Imidazole → HCID 19032773, compound

HRID 266307Notes

Reaction equation

HRID 266307 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([NH:11][CH:12]([CH2:26]OS(C)(=O)=O)[C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23])=[O:14])(=[O:10])=[O:9])=[CH:4][CH:3]=1.[NH:32]1[CH:36]=[CH:35][N:34]=[CH:33]1>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8]([NH:11][CH:12]([CH2:26][N:32]2[CH:36]=[CH:35][N:34]=[CH:33]2)[C:13]([NH:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][C:22]([O:24][CH3:25])=[O:23])=[O:14])(=[O:9])=[O:10])=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 795ImidazoleHCID 19032890(RS)-2-(4-chlorobenzenesulfonylamino)-3-methanesulfonyloxy-N-(6-methoxycarbonylhexyl)propanamide

Product 1

HCID 19032773HCID 19032773, compound

Procedure

The procedure described in Example 79 was repeated, except that (RS)-2-(4-chlorobenzenesulfonylamino)-3-methanesulfonyloxy-N-(6-methoxycarbonylhexyl)propanamide (144.6 mg) was reacted with imidazole to obtain the desired (RS)-2-(4-chlorobenzenesulfonylamino)-3-(1H-imidazol-1-yl)-N-(6-methoxycarbonylhexyl)propanamide (50.6 mg) together with a less polar by-product. The by-product was not investigated further.

Sources & evidence

ORD record
ord-1cfb5f6a3e7341bf95c2ef5af7eb0034
Source dataset
uspto-grants-1997_07
Patent number
US05650428

Reaction notes

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