1,4-Dioxane hydrochloride → 4-(2-Fluoro-4-(3-(2-phenylacetyl)thioureido)phenoxy)-7-methoxyquinoline-6-carboxylic acid hydrochloride

HRID 1873687Notes

Reaction equation

HRID 1873687 reaction equation
[F:1][C:2]1[CH:27]=[C:26]([NH:28][C:29]([NH:31][C:32](=[O:40])[CH2:33][C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)=[S:30])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:22][CH3:23])=[C:12]([C:15]([O:17]C(C)(C)C)=[O:16])[CH:13]=2)[N:8]=[CH:7][CH:6]=1.[ClH:41].O1CCOCC1>>[ClH:41].[F:1][C:2]1[CH:27]=[C:26]([NH:28][C:29]([NH:31][C:32](=[O:40])[CH2:33][C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)=[S:30])[CH:25]=[CH:24][C:3]=1[O:4][C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:22][CH3:23])=[C:12]([C:15]([OH:17])=[O:16])[CH:13]=2)[N:8]=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 86650700tert-Butyl 4-(2-fluoro-4-(3-(2-phenylacetyl)thioureido)phenoxy)-7-methoxyquinoline-6-carboxylate

Product 1

HCID 866506984-(2-Fluoro-4-(3-(2-phenylacetyl)thioureido)phenoxy)-7-methoxyquinoline-6-carboxylic acid hydrochlorideYield 79%

Conditions

Temperature
70 °C

Procedure

Compound 1d (88.0 mg) was dissolved in 4N HCl-dioxane solution, followed by stirring at 70° C. for 1 hour. The precipitate in the reaction mixture was filtrated, to thereby yield compound 1e (67.1 mg, yield: 79%).

Workup

  1. filtrationThe precipitate in the reaction mixture was filtrated

Sources & evidence

ORD record
ord-5b2ec7f7397a40f09e5387287803e096
Source dataset
uspto-grants-2012_11
Patent number
US08304427B2

Reaction notes

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