1-((2-(Trifluoromethyl)phenyl)methyl)piperazine → HCID 10181427, compound

HRID 2086414Notes

Reaction equation

HRID 2086414 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[CH:10]=[C:9]([CH2:11][CH2:12][CH:13]=O)[O:8][N:7]=1.[F:15][C:16]([F:31])([F:30])[C:17]1[CH:29]=[CH:28][CH:27]=[CH:26][C:18]=1[CH2:19][N:20]1[CH2:25][CH2:24][NH:23][CH2:22][CH2:21]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[F:31][C:16]([F:15])([F:30])[C:17]1[CH:29]=[CH:28][CH:27]=[CH:26][C:18]=1[CH2:19][N:20]1[CH2:25][CH2:24][N:23]([CH2:13][CH2:12][CH2:11][C:9]2[O:8][N:7]=[C:6]([C:2]3[S:1][CH:5]=[CH:4][CH:3]=3)[CH:10]=2)[CH2:22][CH2:21]1

Participants

5

Reactant 3

HCID 30233221-((2-(Trifluoromethyl)phenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727325HCID 22727325, compound

Product 1

HCID 10181427HCID 10181427, compoundYield 62.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-(3-(2-thienyl)isoxazol-5-yl)propanal (10 mg, 0.05 mmol) and 1-[2-(trifluoromethyl)benyl]piperazine (10.0, 0.05 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (31 mg, 0.14 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 17 hr and followed the same processes as in Example 1 to obtain 13.1 mg (62.7%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 17 hr

Sources & evidence

ORD record
ord-e69065147f284ddbb93d1e7fe1b1a5e0
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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