Hydrochloric Acid → 1-[(2'-Carboxybiphenyl-4-yl)methyl]-4-(1-hydroxybutyl)-2-propylimidazole-5-carboxamide

HRID 52935Notes

Reaction equation

HRID 52935 reaction equation
C([O:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:19]=[CH:18][C:17]([CH2:20][N:21]2[C:25]([C:26]([NH2:28])=[O:27])=[C:24]([CH:29]([OH:33])[CH2:30][CH2:31][CH3:32])[N:23]=[C:22]2[CH2:34][CH2:35][CH3:36])=[CH:16][CH:15]=1)=[O:7])(C)(C)C.Cl>O1CCOCC1>[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH:15]=[CH:16][C:17]([CH2:20][N:21]2[C:25]([C:26]([NH2:28])=[O:27])=[C:24]([CH:29]([OH:33])[CH2:30][CH2:31][CH3:32])[N:23]=[C:22]2[CH2:34][CH2:35][CH3:36])=[CH:18][CH:19]=1)([OH:7])=[O:5]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 190361271-[(2'-t-Butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxybutyl)-2-propylimidazole-5-carboxamide

Product 1

HCID 190363071-[(2'-Carboxybiphenyl-4-yl)methyl]-4-(1-hydroxybutyl)-2-propylimidazole-5-carboxamide

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Following a procedure similar to that described in Example 45(d), but using a solution of 0.82 g of 1-[(2'-t-butoxycarbonylbiphenyl-4-yl)methyl]-4-(1-hydroxybutyl)-2-propylimidazole-5-carboxamide [prepared as described in step (c) above] in 17 ml of a 4N solution of hydrogen chloride in dioxane, 0.78 g of the hydrochloride of the title compound was obtained as an amorphous powder, melting at 118°-121° C. (with softening).

Sources & evidence

ORD record
ord-21610e285cca45c8ad7dbba6de9c6225
Source dataset
uspto-grants-1997_04
Patent number
US05616599

Reaction notes

Loading…