Sodium Hydroxide → HCID 86698047, compound

HRID 518896Notes

Reaction equation

HRID 518896 reaction equation
[OH-].[Na+].Cl.[NH:4]1[CH2:9][CH2:8][CH:7]([C:10]2[CH:14]=[C:13]([NH:15][C:16]3[N:17]=[CH:18][C:19]4[S:24][C:23]([C:25]([NH2:27])=[O:26])=[C:22]([C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=5[O:34][C:35]([F:38])([F:37])[F:36])[C:20]=4[N:21]=3)[N:12]([CH:39]([CH3:41])[CH3:40])[N:11]=2)[CH2:6][CH2:5]1>C(OCC)(=O)C>[NH:4]1[CH2:5][CH2:6][CH:7]([C:10]2[CH:14]=[C:13]([NH:15][C:16]3[N:17]=[CH:18][C:19]4[S:24][C:23]([C:25]([NH2:27])=[O:26])=[C:22]([C:28]5[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=5[O:34][C:35]([F:36])([F:37])[F:38])[C:20]=4[N:21]=3)[N:12]([CH:39]([CH3:41])[CH3:40])[N:11]=2)[CH2:8][CH2:9]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86698046HCID 86698046, compound

Product 1

HCID 86698047HCID 86698047, compoundYield 89.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

10 ml of 1N sodium hydroxide are added to a solution of 50 mg of 2-{[3-(piperidin-4-yl)-1-(propan-2-yl)-1H-pyrazol-5-yl]amino}-7-[2-(trifluoromethoxy)phenyl]thieno[3,2-d]pyrimidine-6-carboxamide hydrochloride in 10 ml of ethyl acetate. The mixture is stirred, and then the aqueous phase is extracted twice with 30 ml of ethyl acetate. The combined organic phases are dried over magnesium sulfate, filtered and concentrated under vacuum, so as to obtain 42 mg of 2-{[3-(piperidin-4-yl)-1-(propan-2-yl)-1H-pyrazol-5-yl]amino}-7-[2-(trifluoromethoxy)phenyl]thieno[3,2-d]pyrimidine-6-carboxamide.

Workup

  1. extractionthe aqueous phase is extracted twice with 30 ml of ethyl acetate
  2. dry with materialThe combined organic phases are dried over magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-14b1702bf2cf46a082bb4b300499ca51
Source dataset
uspto-grants-2015_08
Patent number
US09115140B2

Reaction notes

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