Hydrochloric Acid → 6-[(6-Chloro-Pyridin-3-yl)-Hydroxy-(3-Methyl-3H-Imidazol-4-yl)-Methyl]-4-(3-Ethoxy-Phenyl)-1H-Quinolin-2-One

HRID 50167Notes

Reaction equation

HRID 50167 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[N:22]=[C:21]([O:26]C)[CH:20]=[C:19]3[C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:35][CH3:36])[CH:29]=2)([C:10]2[N:11]([CH3:15])[CH:12]=[N:13][CH:14]=2)[OH:9])=[CH:4][CH:3]=1.Cl>C1COCC1>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:9])([C:10]2[N:11]([CH3:15])[CH:12]=[N:13][CH:14]=2)[C:16]2[CH:17]=[C:18]3[C:23](=[CH:24][CH:25]=2)[NH:22][C:21](=[O:26])[CH:20]=[C:19]3[C:28]2[CH:33]=[CH:32][CH:31]=[C:30]([O:34][CH2:35][CH3:36])[CH:29]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22465427(6-chloro-pyridin-3-yl)-[4-(3-ethoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanol

Product 1

HCID 224653976-[(6-Chloro-Pyridin-3-yl)-Hydroxy-(3-Methyl-3H-Imidazol-4-yl)-Methyl]-4-(3-Ethoxy-Phenyl)-1H-Quinolin-2-OneYield 85.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Following the same procedure as described in example 1F, (6-chloro-pyridin-3-yl)-[4-(3-ethoxy-phenyl)-2-methoxy-quinolin-6-yl]-(3-methyl-3H-imidazol-4-yl)-methanol (1.458 g, 2.92 mmol) was treated with HCl in aqueous THF to yield the title compound (1.21 g, 85% yield).

Sources & evidence

ORD record
ord-ffe61eb5516c4e028b7012811799d8fc
Source dataset
uspto-grants-2004_03
Patent number
US06710209B2

Reaction notes

Loading…