Trifluoroacetic acid → 3-(3-(2-Chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-4-methylbenzohydrazide

HRID 643675Notes

Reaction equation

HRID 643675 reaction equation
C([NH:8][NH:9][C:10](=[O:34])[C:11]1[CH:16]=[CH:15][C:14]([CH3:17])=[C:13]([C:18]2[CH:23]=[CH:22][N:21]3[C:24]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=4[Cl:33])=[N:25][N:26]=[C:20]3[CH:19]=2)[CH:12]=1)(OC(C)(C)C)=O.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:33][C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[C:24]1[N:21]2[CH:22]=[CH:23][C:18]([C:13]3[CH:12]=[C:11]([CH:16]=[CH:15][C:14]=3[CH3:17])[C:10]([NH:9][NH2:8])=[O:34])=[CH:19][C:20]2=[N:26][N:25]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59261376N'-boc-3-(3-(2-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-4-methylbenzohydrazide

Product 1

HCID 592613703-(3-(2-Chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-4-methylbenzohydrazide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of N′-boc-3-(3-(2-chlorophenyl)-[1,2,4]triazolo[4,3-a]pyridin-7-yl)-4-methylbenzohydrazide (300 mg, 0.63 mmol) in 3.0 mL of DCM at RT was treated with 2.0 mL of TFA. After 1.5 h of stirring, the volatiles were evaporated. The residue was dissolved in DCM, washed with 1 N NaOH followed by brine. The DCM layer was dried and concentrated to afford the title compound as a white amorphous solid. MS (ESI, pos. ion) m/z: 378 (M+1).

Workup

  1. customthe volatiles were evaporated
  2. dissolutionThe residue was dissolved in DCM
  3. washwashed with 1 N NaOH
  4. dry with materialThe DCM layer was dried
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-dba6535f2e1d4b2fa10492b3a901d690
Source dataset
uspto-grants-2010_04
Patent number
US07700593B2

Reaction notes

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