1-Benzylpiperazine → HCID 69891077, compound

HRID 2086416Notes

Reaction equation

HRID 2086416 reaction equation
[C:1]1([CH:7]=[CH:8][C:9]2[CH:13]=[C:12]([CH2:14][CH2:15][CH:16]=O)[O:11][N:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:18]([N:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH2:18]([N:25]1[CH2:30][CH2:29][N:28]([CH2:16][CH2:15][CH2:14][C:12]2[O:11][N:10]=[C:9]([CH:8]=[CH:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH:13]=2)[CH2:27][CH2:26]1)[C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1

Participants

5

Reactant 3

HCID 759941-BenzylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 73993903HCID 73993903, compound

Product 1

HCID 69891077HCID 69891077, compoundYield 68.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-[3-(2-phenylvinyl)isoxazol-5-yl]propanal (10 mg, 0.04 mmol) and 1-benylpiperazine (7.6, 0.04 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (28 mg, 0.13 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 16.4 hr and followed the same processes as in Example 1 to obtain 10.6 mg (62.2%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 16.4 hr

Sources & evidence

ORD record
ord-46f0569f2da9400680bfcb098dad27ae
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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