1-Benzylpiperazine → HCID 10275923, compound

HRID 2086427Notes

Reaction equation

HRID 2086427 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([C:14]2[CH:18]=[C:17]([CH2:19][CH2:20][CH:21]=O)[O:16][N:15]=2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23]([N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH2:23]([N:30]1[CH2:35][CH2:34][N:33]([CH2:21][CH2:20][CH2:19][C:17]2[O:16][N:15]=[C:14]([C:10]3[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH:9]=3)[CH:18]=2)[CH2:32][CH2:31]1)[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 759941-BenzylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727349HCID 22727349, compound

Product 1

HCID 10275923HCID 10275923, compoundYield 97.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(3-phenoxypheny)isoxazol-5-yl]propanal (20 mg, 0.07 mmol) and 1-benylpiperazine (11.9, 0.07 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (43 mg, 0.20 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 4.5 hr and followed the same processes as in Example 1 to obtain 30.2 mg (97.6%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 4.5 hr

Sources & evidence

ORD record
ord-109449edb11a427aad5033df878a5743
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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