1-Benzylpiperazine → HCID 10202390, compound

HRID 2086423Notes

Reaction equation

HRID 2086423 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:15]=[C:14]([CH2:16][CH2:17][CH:18]=O)[O:13][N:12]=1.[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>[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[CH:6]=[CH:5][C:4]=1[C:11]1[CH:15]=[C:14]([CH2:16][CH2:17][CH2:18][N:30]2[CH2:31][CH2:32][N:27]([CH2:20][C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:28][CH2:29]2)[O:13][N:12]=1

Participants

5

Reactant 3

HCID 759941-BenzylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727355HCID 22727355, compound

Product 1

HCID 10202390HCID 10202390, compoundYield 83.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(2,4-dimethoxyphenyl)isoxazol-5-yl]propanal (10 mg, 0.04 mmol) and 1-benylpiperazine (6.7, 0.04 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (24 mg, 0.12 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 3.5 hr and followed the same processes as in Example 1 to obtain 13.5 mg (83.6%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 3.5 hr

Sources & evidence

ORD record
ord-b56aeecff0404a10b12bc2ae872dac73
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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