1-Benzylpiperazine → HCID 10155514, compound

HRID 2086426Notes

Reaction equation

HRID 2086426 reaction equation
[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][CH2:13][CH:14]=O)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:16]([N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[C:1]1([C:7]2[CH:11]=[C:10]([CH2:12][CH2:13][CH2:14][N:26]3[CH2:27][CH2:28][N:23]([CH2:16][C:17]4[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=4)[CH2:24][CH2:25]3)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 759941-BenzylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 14816484HCID 14816484, compound

Product 1

HCID 10155514HCID 10155514, compoundYield 54.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-(3-phenylisoxazol-5-yl)propanal (20 mg, 0.10 mmol) and 1-benylpiperazine (17.4, 0.10 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (64 mg, 0.30 mmol) and molecular sieves (5 beads). The reaction mixture was reacted for 4.1 hr and followed the same processes as in Example 1 to obtain 19.7 mg (54.5%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 4.1 hr

Sources & evidence

ORD record
ord-166accb4d961414eb0e6ea6addb03230
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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