Water → 5-(5-(Aminomethyl)-2-chloro-4-fluorophenyl)-2-(4,4-dimethylcyclohexyl)-2H-1,2,4-triazol-3(4H)-one

HRID 59366Notes

Reaction equation

HRID 59366 reaction equation
[Cl:1][C:2]1[C:15]([C:16]2[NH:20][C:19](=[O:21])[N:18]([CH:22]3[CH2:27][CH2:26][C:25]([CH3:29])([CH3:28])[CH2:24][CH2:23]3)[N:17]=2)=[CH:14][C:5]([CH2:6][NH:7]C(=O)C(F)(F)F)=[C:4]([F:30])[CH:3]=1.[OH-].[K+].O>C1COCC1>[NH2:7][CH2:6][C:5]1[C:4]([F:30])=[CH:3][C:2]([Cl:1])=[C:15]([C:16]2[NH:20][C:19](=[O:21])[N:18]([CH:22]3[CH2:27][CH2:26][C:25]([CH3:28])([CH3:29])[CH2:24][CH2:23]3)[N:17]=2)[CH:14]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 136492374HCID 136492374, compound

Product 1

HCID 1364924315-(5-(Aminomethyl)-2-chloro-4-fluorophenyl)-2-(4,4-dimethylcyclohexyl)-2H-1,2,4-triazol-3(4H)-oneYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared according to the procedure described in Intermediate-66 by using N-(4-chloro-2-fluoro-5-(4,5-dihydro-1-(4,4-dimethylcyclohexyl)-5-oxo-1H-1,2,4-triazol-3-yl)benzyl)-2,2,2-trifluoroacetamide (Example-124, 1.0 g), KOH (1.0 g), water (5 mL) and THF (40.0 mL) to afford 0.700 g of the desired product.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-b12967af1e984fec90f599fa7558c852
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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