Water → HCID 23069569, compound

HRID 387956Notes

Reaction equation

HRID 387956 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-7c6b2e6945754894b7e5ce879928dc49
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

Loading…