1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 10278027, compound

HRID 2086428Notes

Reaction equation

HRID 2086428 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:15]=[C:14]([CH2:16][CH2:17][CH:18]=O)[O:13][N:12]=1.[F:20][C:21]([F:36])([F:35])[C:22]1[CH:34]=[CH:33][CH:32]=[CH:31][C:23]=1[CH2:24][N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][N:28]2[CH2:27][CH2:26][N:25]([CH2:24][C:23]3[CH:31]=[CH:32][CH:33]=[CH:34][C:22]=3[C:21]([F:35])([F:36])[F:20])[CH2:30][CH2:29]2)[O:13][N:12]=1

Participants

5

Reactant 3

HCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727355HCID 22727355, compound

Product 1

HCID 10278027HCID 10278027, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(2,4-dimethoxypheny)isoxazol-5-yl]propanal (10 mg, 0.04 mmol) and 1-[2-(trifluoromethyl)benzyl]piperazine (8.0, 0.04 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (24 mg, 0.12 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 23.5 hr and followed the same processes as in Example 1 to obtain 15.6 mg (83.2%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 23.5 hr

Sources & evidence

ORD record
ord-8a89a8c72add474d90d484dec98fefb1
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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