1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 69890944, compound

HRID 2086417Notes

Reaction equation

HRID 2086417 reaction equation
[C:1]1([CH:7]=[CH:8][C:9]2[CH:13]=[C:12]([CH2:14][CH2:15][CH:16]=O)[O:11][N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:18][C:19]([F:34])([F:33])[C:20]1[CH:32]=[CH:31][CH:30]=[CH:29][C:21]=1[CH2:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:1]1([CH:7]=[CH:8][C:9]2[CH:13]=[C:12]([CH2:14][CH2:15][CH2:16][N:26]3[CH2:25][CH2:24][N:23]([CH2:22][C:21]4[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=4[C:19]([F:33])([F:34])[F:18])[CH2:28][CH2:27]3)[O:11][N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 73993903HCID 73993903, compound

Product 1

HCID 69890944HCID 69890944, compoundYield 76.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(2-phenylvinyl)isoxazol-5-yl]propanal (10 mg, 0.05 mmol) and 1-[2-(trifluoromethyl)benyl]piperazine (9.2, 0.04 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (28 mg, 0.13 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 16.4 hr and followed the same processes as in Example 1 to obtain 14 mg (69.8%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 16.4 hr

Sources & evidence

ORD record
ord-e19d209d306f49018851132a0127a90d
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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