1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 10278028, compound

HRID 2086410Notes

Reaction equation

HRID 2086410 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:15]=[C:14]([CH2:16][CH2:17][CH:18]=O)[O:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[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>[CH3:10][O:9][C:8]1[CH:7]=[CH:6][C:5]([C:11]2[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][N:28]3[CH2:27][CH2:26][N:25]([CH2:24][C:23]4[CH:31]=[CH:32][CH:33]=[CH:34][C:22]=4[C:21]([F:35])([F:36])[F:20])[CH2:30][CH2:29]3)[O:13][N:12]=2)=[CH:4][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 3

HCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727343HCID 22727343, compound

Product 1

HCID 10278028HCID 10278028, compoundYield 65.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(3,4-dimethoxyphenyl)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 22.5 hr and followed the same processes as in Example 1 to obtain 12.3 mg (65.6%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 22.5 hr

Sources & evidence

ORD record
ord-ed7f407263f7422d89b39c5c06c10610
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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