Sodium Hydroxide → HCID 89739213, compound

HRID 2278405Notes

Reaction equation

HRID 2278405 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][C:23]([C:25]4[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:36])[F:35])=[C:30]5[C:26]=4[CH:27]=[CH:28][NH:29]5)=[N:22][C:21]=3[C:38]([O:40]CC)=[O:39])=[CH:16][CH:15]=2)[CH2:10][C:9]1([CH3:44])[CH3:43])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO.O.C1COCC1>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[O:24][C:23]([C:25]4[CH:33]=[CH:32][C:31]([C:34]([F:37])([F:35])[F:36])=[C:30]5[C:26]=4[CH:27]=[CH:28][NH:29]5)=[N:22][C:21]=3[C:38]([OH:40])=[O:39])=[CH:16][CH:15]=2)[CH2:10][C:9]1([CH3:44])[CH3:43])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 2

HCID 14798Sodium HydroxideHCID 89738956HCID 89738956, compound

Product 1

HCID 89739213HCID 89739213, compound

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

4-{4-[4-Ethoxycarbonyl-2-(7-trifluoromethyl-1H-indol-4-yl)-oxazol-5-yl]-phenyl}-2,2-dimethyl-piperazine-1-carboxylic acid tert-butyl ester (0.2 g, 0.3 mmol) and NaOH (0.024 g, 0.6 mmol) in 5 mL of methanol, water and THF were stirred at 50° C. overnight. The organic solvent was removed in vacuo, the remaining solution adjusted to pH 5, and the resultant title compound was collected as a white solid by filtration, and dried under reduced pressure.

Workup

  1. customThe organic solvent was removed in vacuo
  2. filtrationthe resultant title compound was collected as a white solid by filtration
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-a112656d976b46eb8d0595ca6f0525aa
Source dataset
uspto-grants-2015_09
Patent number
US09133180B2

Reaction notes

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