Water → HCID 23069569, compound

HRID 1010345Notes

Reaction equation

HRID 1010345 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-9e910eb09e834405b21b7358dc964e2b
Source dataset
uspto-grants-2011_07
Patent number
US07973160B2

Reaction notes

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