1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 10137053, compound

HRID 2086412Notes

Reaction equation

HRID 2086412 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)C1[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)[O:37][C:38](C)=O.[Na+]>C(Cl)Cl>[CH3:38][O:37][C:22]1[CH:30]=[CH:31][CH:32]=[CH:33][C:23]=1[N:24]1[CH2:25][CH2:26][N:27]([CH2:17][CH2:16][CH2:15][C:13]2[O:12][N:11]=[C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)[CH:14]=2)[CH2:28][CH2:29]1

Participants

5

Reactant 3

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

Product 1

HCID 10137053HCID 10137053, compoundYield 103.6%

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-(2-methoxyphenyl)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 5.10 hr and followed the same processes as in Example 1 to obtain 17.5 mg (100%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 5.10 hr

Sources & evidence

ORD record
ord-a4bb50202f434f28a4f06eb48373dbbc
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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