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

HRID 50165Notes

Reaction equation

HRID 50165 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[N:21]=[C:20]([O:25]C)[CH:19]=[C:18]3[C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH2:34][CH3:35])[CH:28]=2)([C:9]2[N:10]([CH3:14])[CH:11]=[N:12][CH:13]=2)[OH:8])=[CH:4][CH:3]=1.Cl>C1COCC1>[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:8])([C:9]2[N:10]([CH3:14])[CH:11]=[N:12][CH:13]=2)[C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[NH:21][C:20](=[O:25])[CH:19]=[C:18]3[C:27]2[CH:32]=[CH:31][CH:30]=[C:29]([O:33][CH2:34][CH3:35])[CH:28]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22465418(5-chloro-thiophen-2-yl)-[4-(3-ethoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanol

Product 1

HCID 224654066-[(5-Chloro-thiophen-2-yl)-hydroxy-(3-methyl-3H-imidazol-4-yl)-methyl]4-(3-ethoxy-phenyl)-1H-quinolin-2-oneYield 74%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the same procedure as described in example 1F, (5-chloro-thiophen-2-yl)-[4-(3-ethoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanol (810 mg, 1.60 mmol) was treated with HCl in aqueous THF to yield the title compound (578 mg, 74% yield).

Sources & evidence

ORD record
ord-a485abf6cd6f4171bc1857a8206823fe
Source dataset
uspto-grants-2004_03
Patent number
US06710209B2

Reaction notes

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