Methanol → HCID 22936476, compound

HRID 853388Notes

Reaction equation

HRID 853388 reaction equation
C(OC(=O)[NH:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][C:20]=1[O:21][CH3:22])[N:17]=[CH:16][CH:15]=[C:14]2[O:23][C:24]1[CH:29]=[CH:28][C:27]([NH:30][C:31]([NH:33][C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)=[O:32])=[CH:26][CH:25]=1)C1C=CC=CC=1.CO>O1CCCC1.[C].[Pd]>[NH2:10][C:11]1[CH:12]=[C:13]2[C:18](=[CH:19][C:20]=1[O:21][CH3:22])[N:17]=[CH:16][CH:15]=[C:14]2[O:23][C:24]1[CH:25]=[CH:26][C:27]([NH:30][C:31]([NH:33][C:34]2[CH:35]=[CH:36][C:37]([F:40])=[CH:38][CH:39]=2)=[O:32])=[CH:28][CH:29]=1

Participants

5

Reactant 2

HCID 887MethanolHCID 58931227HCID 58931227, compound

Product 1

HCID 22936476HCID 22936476, compoundYield 79.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

After dissolving (4-{4-[3-(4-fluorophenyl)ureido]phenoxy}-7-methoxyquinolin-6-yl)carbamic acid benzyl ester (100 mg) in a mixture of tetrahydrofuran (10 ml)-methanol (10 ml), 10% palladium carbon (10 mg) was added and the mixture was stirred for 7 hours at room temperature under hydrogen gas at 1 atmosphere. The reaction solution was filtered through celite and the filtrate was concentrated to obtain the title compound (60 mg) as a solid.

Workup

  1. additionwas added
  2. filtrationThe reaction solution was filtered through celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-065a8b5a52cd43db8ea7b18591bcc9f9
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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