1-Benzylpiperazine → HCID 10133646, compound

HRID 2086424Notes

Reaction equation

HRID 2086424 reaction equation
[S:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]1[CH:10]=[C:9]([CH2:11][CH2:12][CH:13]=O)[O:8][N:7]=1.[CH2:15]([N:22]1[CH2:27][CH2:26][NH:25][CH2:24][CH2:23]1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH2:15]([N:22]1[CH2:27][CH2:26][N:25]([CH2:13][CH2:12][CH2:11][C:9]2[O:8][N:7]=[C:6]([C:2]3[S:1][CH:5]=[CH:4][N:3]=3)[CH:10]=2)[CH2:24][CH2:23]1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 759941-BenzylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 22727357HCID 22727357, compound

Product 1

HCID 10133646HCID 10133646, compoundYield 58.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

About 2 min after dissolving 3-(3-(1,3-thiazol-2-yl)isoxazol-5-yl)propanal (10 mg, 0.05 mmol) and 1-benylpiperazine (8.3, 0.05 mmol) in 2 mL of dry methylene chloride, were added NaBH(OAc)3 (31 mg, 0.14 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 10.3 mg (58.2%) of the target compound.

Workup

  1. customThe reaction mixture was reacted for 4.1 hr

Sources & evidence

ORD record
ord-9d88f5a3d2ae40e492fe40d9d068f53e
Source dataset
uspto-grants-2004_04
Patent number
US06723724B2

Reaction notes

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