1-Phenylpiperazine → HCID 10225222, compound

HRID 2086396Notes

Reaction equation

HRID 2086396 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.[C:23]1([N:29]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30]2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[O:1]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([C:14]2[CH:18]=[C:17]([CH2:19][CH2:20][CH2:21][N:32]3[CH2:33][CH2:34][N:29]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)[CH2:30][CH2:31]3)[O:16][N:15]=2)[CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727349HCID 22727349, compound

Product 1

HCID 10225222HCID 10225222, compoundYield 127.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(3-phenoxyphenyl)isoxazol-5-yl]propanal (20 mg, 0.07 mmol) and 1-phenylpiperazine (10.4, 0.07 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (43.4 mg, 0.2 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 16 hr and followed the same processes as in Example 1 to obtain 39.2 mg (100%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 16 hr

Sources & evidence

ORD record
ord-b33cf8a446714012adf7b3cc3381d99e
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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