Hydrochloric Acid → 4-(3-Chloro-phenyl)-6-[(5-chloro-thiophen-2-yl)-hydroxy-(3-methyl-3h-imidazol-4-yl)-methyl]-1h-quinolin-2-one

HRID 50160Notes

Reaction equation

HRID 50160 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([C:26]4[S:27][C:28]([Cl:31])=[CH:29][CH:30]=4)([C:20]4[N:21]([CH3:25])[CH:22]=[N:23][CH:24]=4)[OH:19])[CH:16]=3)[N:11]=[C:10]([O:32]C)[CH:9]=2)[CH:5]=[CH:6][CH:7]=1.Cl>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[C:17]3[C:12](=[CH:13][CH:14]=[C:15]([C:18]([C:26]4[S:27][C:28]([Cl:31])=[CH:29][CH:30]=4)([OH:19])[C:20]4[N:21]([CH3:25])[CH:22]=[N:23][CH:24]=4)[CH:16]=3)[NH:11][C:10](=[O:32])[CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22465411[4-(3-chloro-phenyl)-2-methoxy-quinolin-6-yl]-(5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanol

Product 1

HCID 224654544-(3-Chloro-phenyl)-6-[(5-chloro-thiophen-2-yl)-hydroxy-(3-methyl-3h-imidazol-4-yl)-methyl]-1h-quinolin-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the same procedure as described in example 1F, [4-(3-chloro-phenyl)-2-methoxy-quinolin-6-yl]-(5-chloro-thiophen-2-yl)-(3-methyl-3H-imidazol-4-yl)-methanol (740 mg, 1.49 mmol) was treated with HCl in aqueous THF to yield the title compound of 18B as a yellow solid, 469.2 mg (0.97 mmol, 65% yield).

Sources & evidence

ORD record
ord-d657f9c3185b4b0f959c40239e37aa09
Source dataset
uspto-grants-2004_03
Patent number
US06710209B2

Reaction notes

Loading…