Water → HCID 23069569, compound

HRID 853483Notes

Reaction equation

HRID 853483 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][C:16]2[CH:25]=[C:24]3[C:19]([C:20]([O:26][C:27]4[CH:32]=[CH:31][C:30]([NH:33][C:34]([NH:36][C:37]5[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=5)=[O:35])=[C:29]([F:44])[CH:28]=4)=[CH:21][CH:22]=[N:23]3)=[CH:18][C:17]=2[C:45]#[N:46])[CH2:10][CH2:9]1)=O)(C)(C)C.O.C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O>[F:44][C:29]1[CH:28]=[C:27]([O:26][C:20]2[C:19]3[C:24](=[CH:25][C:16]([O:15][CH2:14][CH:11]4[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]4)=[C:17]([C:45]#[N:46])[CH:18]=3)[N:23]=[CH:22][CH:21]=2)[CH:32]=[CH:31][C:30]=1[NH:33][C:34]([NH:36][C:37]1[CH:38]=[CH:39][C:40]([F:43])=[CH:41][CH:42]=1)=[O:35]

Participants

5

Reactant 3

HCID 962WaterHCID 516892Sodium BicarbonateHCID 67203610HCID 67203610, compound

Product 1

HCID 23069569HCID 23069569, compoundYield 78.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

After dissolving 4-(6-cyano-4-{3-fluoro-4-[3-(4-fluorophenyl)ureido]phenoxy}quinolin-7-yloxymethyl)piperidine-1-carboxylic acid tert-butyl ester (395 mg) in trifluoroacetic acid (2 ml), the solution was stirred for 10 minutes at room temperature. Water (20 ml) was added, the mixture was neutralized with sodium bicarbonate, and the precipitated crystals were filtered out to obtain the title compound (260 mg).

Workup

  1. filtrationthe precipitated crystals were filtered out

Sources & evidence

ORD record
ord-fca92b54da47481b8454940e990e7a93
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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