4-(Trifluoromethyl)benzylamine → HCID 11992434, compound

HRID 2266319Notes

Reaction equation

HRID 2266319 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[CH:10][C:11]2[N:12]([C:14]([C:17](OCC)=[O:18])=[N:15][N:16]=2)[N:13]=1.[F:29][C:30]([F:40])([F:39])[C:31]1[CH:36]=[CH:35][C:34]([CH2:37][NH2:38])=[CH:33][CH:32]=1>CO>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:9]([C:22]2[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][CH:23]=2)=[CH:10][C:11]2[N:12]([C:14]([C:17]([NH:38][CH2:37][C:34]3[CH:33]=[CH:32][C:31]([C:30]([F:29])([F:39])[F:40])=[CH:36][CH:35]=3)=[O:18])=[N:15][N:16]=2)[N:13]=1

Participants

4

Reactant 2

HCID 768044-(Trifluoromethyl)benzylamineHCID 11993498HCID 11993498, compound

Product 1

HCID 11992434HCID 11992434, compoundYield 41%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of ethyl 6-(2-chlorophenyl)-7-(4-chlorophenyl)-[1,2,4]triazolo[4,3-b]pyridazine-3-carboxylate (41 mg, 0.10 mmol) and (4-(trifluoromethyl)phenyl)methanamine (29 μL, 0.2 mmol) in methanol (0.5 mL) was stirred at room temperature for 16 h. Analysis by HPLC/MS indicated the staring material had been consumed. The resulting suspension was filtered, the collected solid was washed with hexanes (5 mL×2), dried in air to afford 22 mg (41%) of the title compound as a white solid. HPLC/MS (method A): retention time=3.93 min, (M+H)+=542.2.

Workup

  1. customhad been consumed
  2. filtrationThe resulting suspension was filtered
  3. washthe collected solid was washed with hexanes (5 mL×2)
  4. customdried in air

Sources & evidence

ORD record
ord-676d5e12a09b44bd92accc58d6b96cb1
Source dataset
uspto-grants-2010_12
Patent number
US07858639B2

Reaction notes

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