Triethylamine → HCID 32671860, compound

HRID 1354267Notes

Reaction equation

HRID 1354267 reaction equation
F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.[Cl:28][C:29]1[CH:30]=[C:31]([N:35]2[C:39]([C:40]([F:43])([F:42])[F:41])=[C:38]([C:44]([OH:46])=O)[CH:37]=[N:36]2)[CH:32]=[CH:33][CH:34]=1.[F:47][C:48]([F:58])([F:57])[C:49]1[CH:50]=[C:51]([CH:54]=[CH:55][CH:56]=1)[CH2:52][NH2:53].C(N(CC)CC)C>O1CCCC1>[F:47][C:48]([F:57])([F:58])[C:49]1[CH:50]=[C:51]([CH:54]=[CH:55][CH:56]=1)[CH2:52][NH:53][C:44]([C:38]1[CH:37]=[N:36][N:35]([C:31]2[CH:32]=[CH:33][CH:34]=[C:29]([Cl:28])[CH:30]=2)[C:39]=1[C:40]([F:41])([F:42])[F:43])=[O:46]

Participants

6

Reactant 4

HCID 8471TriethylamineHCID 759623-(Trifluoromethyl)benzylamineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 42558461-(3-Chlorophenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylic acid

Product 1

HCID 32671860HCID 32671860, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Benzotriazole-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP) (0.083 g; 0.189 mmol) was added to a solution of 1-(3-chloro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid (0.050 g; 0.172 mmol), 3-trifluoromethyl benzylamine (0.030 g; 0.206 mmol) and triethylamine (0.072 mL; 0.516 mmol) in tetrahydrofuran (10 mL). The reaction mixture was stirred at room temperature for 4 h, concentrated and the crude product purified by column chromatography on silica gel to give 1-(3-chloro-phenyl)-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid 3-trifluoromethyl-benzylamide. LCMS m/z=448.8 (M+H)+.

Workup

  1. concentrationconcentrated
  2. customthe crude product purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-ef367383aab44f8ea38b4e43c1b559a3
Source dataset
uspto-grants-2007_05
Patent number
US07223782B2

Reaction notes

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