Trifluoroacetic acid → HCID 67481553, compound

HRID 472554Notes

Reaction equation

HRID 472554 reaction equation
C(OC([N:8]1[CH2:14][CH2:13][C:12]2[CH:15]=[CH:16][C:17]([NH:19][C:20]3[N:39]=[C:23]4[C:24]([C:28]5[CH:33]=[C:32]([C:34]([F:37])([F:36])[F:35])[CH:31]=[CH:30][C:29]=5[Cl:38])=[CH:25][CH:26]=[CH:27][N:22]4[N:21]=3)=[CH:18][C:11]=2[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:38][C:29]1[CH:30]=[CH:31][C:32]([C:34]([F:37])([F:35])[F:36])=[CH:33][C:28]=1[C:24]1[C:23]2[N:22]([N:21]=[C:20]([NH:19][C:17]3[CH:16]=[CH:15][C:12]4[CH2:13][CH2:14][NH:8][CH2:9][CH2:10][C:11]=4[CH:18]=3)[N:39]=2)[CH:27]=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67481405HCID 67481405, compound

Product 1

HCID 67481553HCID 67481553, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7-[8-(2-Chloro-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine-2-ylamino]-1,2,4,5-tetrahydro-3-benzazepine-3-carboxylic acid tert-butyl ester (0.089 mg, 0.16 mmol) in dichloromethane (2.0 mL) was added trifluoroacetic acid (0.10 mL, 1.6 mmoL) dropwise at room temperature, and the reaction was stirred at room temperature for 30 min. The solvent was evaporated, and the residue was diluted with dichloromethane, washed with 5% sodium carbonate solution, brine, dried over sodium sulfate, and concentrated to give the product [8-(2-chloro-5-trifluoromethyl-phenyl)-[1,2,4]triazolo[1,5-a]pyridine-2-yl]-(2,3,4,5-tetrahydro-1H-3-benzazepin-7-yl)-amine (0.052 g, 83%). MS=558 (MH)+.

Workup

  1. customThe solvent was evaporated
  2. additionthe residue was diluted with dichloromethane
  3. washwashed with 5% sodium carbonate solution, brine
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-04aaea70f5474541a4ec253750258477
Source dataset
uspto-grants-2014_01
Patent number
US08633173B2

Reaction notes

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