Ethanol → HCID 66849235, compound

HRID 406418Notes

Reaction equation

HRID 406418 reaction equation
[F:1][C:2]([F:31])([F:30])[O:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][C:13]3[N:14]([C:16]([C:19]4[CH:20]=[C:21]([CH:27]=[CH:28][CH:29]=4)[C:22]([O:24]CC)=O)=[N:17][N:18]=3)[CH:15]=2)=[CH:6][CH:5]=1.CCO.[CH3:35][NH2:36]>O>[CH3:35][NH:36][C:22](=[O:24])[C:21]1[CH:27]=[CH:28][CH:29]=[C:19]([C:16]2[N:14]3[CH:15]=[C:10]([C:7]4[CH:8]=[CH:9][C:4]([O:3][C:2]([F:1])([F:31])[F:30])=[CH:5][CH:6]=4)[CH:11]=[CH:12][C:13]3=[N:18][N:17]=2)[CH:20]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 6329MethylamineHCID 66849306HCID 66849306, compound

Product 1

HCID 66849235HCID 66849235, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Ethyl 3-(6-(4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)benzoate, prepared as described above was stirred in 40% CH3NH2 in H2O 2O (2.5 mL) and EtOH (1.5 mL) at 60° C. in a sealed tube overnight. The reaction mixture was concentrated and purified by HPLC followed by further purification with prep-TLC (5% MeOH/CH2Cl2) to afford N-methyl-3-(6-(4-(trifluoromethoxy)phenyl)-[1,2,4]triazolo[4,3-a]pyridin-3-yl)benzamide.

Workup

  1. customat 60° C.
  2. customovernight
  3. concentrationThe reaction mixture was concentrated
  4. custompurified by HPLC
  5. customfollowed by further purification with prep-TLC (5% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-a6464887c838458496547c172d45349b
Source dataset
uspto-grants-2014_06
Patent number
US08754103B2

Reaction notes

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