Sodium Hydroxide → N-{1-[4-(4-methoxy-2-trifluoromethyl-phenoxy)-benzylcarbamoyl]-cyclopropyl}malonic acid monoamide

HRID 1406378Notes

Reaction equation

HRID 1406378 reaction equation
C([O:3][C:4](=[O:35])[CH2:5][C:6]([NH:8][C:9]1([C:12](=[O:34])[NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][C:22]3[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][C:23]=3[C:30]([F:33])([F:32])[F:31])=[CH:17][CH:16]=2)[CH2:11][CH2:10]1)=[O:7])C.[OH-].[Na+]>C1COCC1>[CH3:29][O:28][C:25]1[CH:26]=[CH:27][C:22]([O:21][C:18]2[CH:17]=[CH:16][C:15]([CH2:14][NH:13][C:12]([C:9]3([NH:8][C:6](=[O:7])[CH2:5][C:4]([OH:35])=[O:3])[CH2:11][CH2:10]3)=[O:34])=[CH:20][CH:19]=2)=[C:23]([C:30]([F:31])([F:33])[F:32])[CH:24]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 25231885N-{1-[4-(4-methoxy-2-trifluoromethyl-phenoxy)-benzylcarbamoyl]-cyclopropyl}-malonic acid monoamide monoethylester

Product 1

HCID 25232061N-{1-[4-(4-methoxy-2-trifluoromethyl-phenoxy)-benzylcarbamoyl]-cyclopropyl}malonic acid monoamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

33 mg (0.067 mmol) of N-{1-[4-(4-methoxy-2-trifluoromethyl-phenoxy)-benzylcarbamoyl]-cyclopropyl}-malonic acid monoamide monoethylester (from 109a) was stirred for 1 h at RT together with 1 mL sodium hydroxide solution 1M in 20 mL THF. The reaction mixture was evaporated down and the residue was purified by chromatography (reversed phase).

Workup

  1. customThe reaction mixture was evaporated down
  2. customthe residue was purified by chromatography (reversed phase)

Sources & evidence

ORD record
ord-5c8c22ef40da46a58b7a6586cf3c66d1
Source dataset
uspto-grants-2014_12
Patent number
US08916589B2

Reaction notes

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