HCID 136492358, compound → HCID 136492520, compound

HRID 59288Notes

Reaction equation

HRID 59288 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][NH:9]C(=O)C(F)(F)F)=[CH:4][C:3]=1[C:16]1[NH:20][C:19](=[O:21])[N:18]([C:22]2[CH:40]=[CH:39][C:25]([C:26]([NH:28][C:29]3[CH:34]=[CH:33][C:32]([F:35])=[C:31]([CH:36]([F:38])[F:37])[CH:30]=3)=[O:27])=[C:24]([O:41][CH3:42])[CH:23]=2)[N:17]=1>[OH-].[K+].N>[NH2:9][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:16]2[NH:20][C:19](=[O:21])[N:18]([C:22]3[CH:40]=[CH:39][C:25]([C:26]([NH:28][C:29]4[CH:34]=[CH:33][C:32]([F:35])=[C:31]([CH:36]([F:38])[F:37])[CH:30]=4)=[O:27])=[C:24]([O:41][CH3:42])[CH:23]=3)[N:17]=2)[CH:4]=1

Participants

4

Reactant 1

HCID 136492358HCID 136492358, compound

Product 1

HCID 136492520HCID 136492520, compoundYield 26.3%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 14797Potassium HydroxideSolvent

Procedure

The solution of 4-(3-(2-chloro-5-((2,2,2-trifluoroacetamido)methyl)phenyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)-N-(3-(difluoromethyl)-4-fluorophenyl)-2-methoxybenzamide (0.070 g, 0.11 mmol) in 20% aq. KOH (10 mL) and aq. NH3 (2 mL) was stirred for 24 h at RT. Excess of solvent was removed under vacuum and filtered off to afford 0.015 g of desired product.

Workup

  1. customExcess of solvent was removed under vacuum
  2. filtrationfiltered off

Sources & evidence

ORD record
ord-1a29f40bfc9c4750bbb86af55de1ea42
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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