1-Benzylpiperazine → HCID 9969980, compound

HRID 2086425Notes

Reaction equation

HRID 2086425 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([CH2:13][CH2:14][CH:15]=O)[O:10][N:9]=2)=[CH:4][CH:3]=1.[CH2:17]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:12]=[C:11]([CH2:13][CH2:14][CH2:15][N:27]3[CH2:28][CH2:29][N:24]([CH2:17][C:18]4[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=4)[CH2:25][CH2:26]3)[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 759941-BenzylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727340HCID 22727340, compound

Product 1

HCID 9969980HCID 9969980, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(4-fluorophenyl)isoxazol-5-yl]propanal (20 mg, 0.09 mmol) and 1-benylpiperazine (15.9, 0.09 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (58 mg, 0.27 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 22.5 hr and followed the same processes as in Example 1 to obtain 25.6 mg (74.0%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 22.5 hr

Sources & evidence

ORD record
ord-975296829ced437ca77603c4fbdcae99
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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