1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 10179503, compound

HRID 2086421Notes

Reaction equation

HRID 2086421 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[C:13]([CH2:15][CH2:16][CH:17]=O)[O:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].FC(F)(F)[C:21]1[CH:33]=[CH:32][CH:31]=[CH:30][C:22]=1[CH2:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[C:13]([CH2:15][CH2:16][CH2:17][N:27]3[CH2:28][CH2:29][N:24]([CH2:23][C:22]4[CH:21]=[CH:33][CH:32]=[CH:31][CH:30]=4)[CH2:25][CH2:26]3)[O:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727321HCID 22727321, compound

Product 1

HCID 10179503HCID 10179503, compoundYield 45.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(3-nitrophenyl)isoxazol-5-yl]propanal (10 mg, 0.04 mmol) and 1-benylpiperazine (7.1, 0.04 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (26 mg, 0.12 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 2 hr and followed the same processes as in Example 1 to obtain 7.4 mg (44.8%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 2 hr

Sources & evidence

ORD record
ord-67aec2677fda4b91b21eb411089fed62
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

Loading…