1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 10229830, compound

HRID 2086418Notes

Reaction equation

HRID 2086418 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([C:14]2[CH:18]=[C:17]([CH2:19][CH2:20][CH:21]=O)[O:16][N:15]=2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][C:24]([F:39])([F:38])[C:25]1[CH:37]=[CH:36][CH:35]=[CH:34][C:26]=1[CH2:27][N:28]1[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[O:1]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[CH:18]=[C:17]([CH2:19][CH2:20][CH2:21][N:31]3[CH2:30][CH2:29][N:28]([CH2:27][C:26]4[CH:34]=[CH:35][CH:36]=[CH:37][C:25]=4[C:24]([F:38])([F:39])[F:23])[CH2:33][CH2:32]3)[O:16][N:15]=2)[CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727349HCID 22727349, compound

Product 1

HCID 10229830HCID 10229830, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(3-phenoxyphenyl)isoxazol-5-yl]propanal (10 mg, 0.03 mmol) and 1-[2-(trifluoromethyl)benzyl]piperazine (7.1, 0.03 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (22 mg, 0.10 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 4 hr and followed the same processes as in Example 1 to obtain 14.7 mg (82.7%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 4 hr

Sources & evidence

ORD record
ord-f235beba1ba74ecc9356adbd85d19619
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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