Imidazole → HCID 19032758, compound

HRID 266309Notes

Reaction equation

[CH2:1]([O:3][C:4]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:33])[CH:15]([NH:22][S:23]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)(=[O:25])=[O:24])[CH2:16]OS(C)(=O)=O)=[CH:9][CH:8]=1)=[O:5])[CH3:2].[NH:34]1[CH:38]=[CH:37][N:36]=[CH:35]1>>[CH2:1]([O:3][C:4]([CH2:6][C:7]1[CH:8]=[CH:9][C:10]([NH:13][C:14](=[O:33])[CH:15]([NH:22][S:23]([C:26]2[CH:31]=[CH:30][C:29]([F:32])=[CH:28][CH:27]=2)(=[O:24])=[O:25])[CH2:16][N:34]2[CH:38]=[CH:37][N:36]=[CH:35]2)=[CH:11][CH:12]=1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 795Imidazole

HCID 19032872HCID 19032872, compound

Product 1

HCID 19032758HCID 19032758, compound

Procedure

The procedure described in Example 79 was repeated, except that (RS)-N-(4-(ethoxycarbonylmethyl)phenyl)-2-(4-fluorobenzenesulfonylamino)-3-methanesulfonyloxypropanamide (560 mg) was reacted with imidazole to obtain the desired (RS)-N-(4-(ethoxycarbonylmethyl)phenyl)-2-(4-fluorobenzenesulfonylamino)-3-(1H-imidazol-1-yl)propanamide (152.3 mg) together with a less polar by-product. The by-product was not investigated further.

Sources & evidence

ORD record: ord-35637417fa5c44b8986c519b5221b444
Source dataset: uspto-grants-1997_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05650428

Reaction notes

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