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

HRID 50184Notes

Reaction equation

HRID 50184 reaction equation
[S:1]1[C:5]([C:6]([C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[N:20]=[C:19]([O:24]C)[CH:18]=[C:17]3[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[CH:27]=2)([C:8]2[N:9]([CH3:13])[CH:10]=[N:11][CH:12]=2)[OH:7])=[CH:4][C:3]2[CH:33]=[CH:34][CH:35]=[CH:36][C:2]1=2.Cl>C1COCC1>[S:1]1[C:5]([C:6]([OH:7])([C:8]2[N:9]([CH3:13])[CH:10]=[N:11][CH:12]=2)[C:14]2[CH:15]=[C:16]3[C:21](=[CH:22][CH:23]=2)[NH:20][C:19](=[O:24])[CH:18]=[C:17]3[C:26]2[CH:31]=[CH:30][CH:29]=[C:28]([Cl:32])[CH:27]=2)=[CH:4][C:3]2[CH:33]=[CH:34][CH:35]=[CH:36][C:2]1=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22465409HCID 22465409, compound

Product 1

HCID 224654426-[Benzo[b]thiophen-2-yl-hydroxy-(3-methyl-3h-imidazol-4-yl)-methyl]-4-(3-chloro-phenyl)-1h-quinolin-2-oneYield 28%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the same procedure as described in example 1F, benzo[b]thiophen-2-yl-[4-(3-chloro-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanol (147.2 mg, 0.287 mmol) was treated with HCl in aqueous THF to yield the title compound of 41B as a yellow solid (40 mg, 28% yield).

Sources & evidence

ORD record
ord-e3f836beb7ca4af8a2d91616b3a2aeec
Source dataset
uspto-grants-2004_03
Patent number
US06710209B2

Reaction notes

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