1-Benzylpiperazine → HCID 10202389, compound

HRID 2086422Notes

Reaction equation

HRID 2086422 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH:15]=[C:14]([CH2:16][CH2:17][CH:18]=O)[O:13][N:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[CH2:20]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH3:10][O:9][C:8]1[CH:7]=[CH:6][C:5]([C:11]2[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][N:30]3[CH2:31][CH2:32][N:27]([CH2:20][C:21]4[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=4)[CH2:28][CH2:29]3)[O:13][N:12]=2)=[CH:4][C:3]=1[O:2][CH3:1]

Participants

5

Reactant 3

HCID 759941-BenzylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727343HCID 22727343, compound

Product 1

HCID 10202389HCID 10202389, compoundYield 142.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(3,4-dimethoxyphenyl)isoxazol-5-yl]propanal (20 mg, 0.08 mmol) and 1-benylpiperazine (13.4, 0.04 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (48 mg, 0.23mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 20 hr and followed the same processes as in Example 1 to obtain 24.1 mg (74.6%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 20 hr

Sources & evidence

ORD record
ord-437ae853de9c42d8b798e8a48a2227f0
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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