Benzhydrylpiperazine → HCID 10207100, compound

HRID 1838292Notes

Reaction equation

HRID 1838292 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH2:14][CH:13]([CH2:15][CH2:16][CH2:17][CH:18]=O)[O:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[C:20]1([CH:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[CH:26]([N:27]1[CH2:32][CH2:31][N:30]([CH2:18][CH2:17][CH2:16][CH2:15][CH:13]2[O:12][N:11]=[C:10]([C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)[CH2:14]2)[CH2:29][CH2:28]1)([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 70048BenzhydrylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 18753375HCID 18753375, compound

Product 1

HCID 10207100HCID 10207100, compoundYield 54.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-[3-(3-Nitrophenyl)-4,5-dihydroisoxazol-5-yl]butanal (30.0 mg, 0.114 mmol), 1-(diphenylmethyl)piperazine (26.2 mg, 0.104 mmol), molecular sieve (5 beads) and NaBH(OAc)3 (66.1 mg, 0.312 mmol) were reacted in 3 mL of methylene chloride 3 mL for about 12 hr. With the following processes the same as in Example 1, 28.4. mg (54.8%) of the target compound was obtained.

Sources & evidence

ORD record
ord-2bc79627638942b28385ba74e3713306
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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