Benzhydrylpiperazine → HCID 10296976, compound

HRID 1838276Notes

Reaction equation

HRID 1838276 reaction equation
[C:1]1([C:7]2[CH2:11][CH:10]([CH2:12][CH2:13][CH:14]=O)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:16]1([CH:22]([C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[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>[CH:22]([N:23]1[CH2:28][CH2:27][N:26]([CH2:14][CH2:13][CH2:12][CH:10]2[O:9][N:8]=[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)[CH2:11]2)[CH2:25][CH2:24]1)([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Participants

5

Reactant 3

HCID 70048BenzhydrylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 18753389HCID 18753389, compound

Product 1

HCID 10296976HCID 10296976, compoundYield 106.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(3-Phenyl-4,5-dihydroisoxazol-5-yl)propanal (19.1 mg, 0.087 mmol), 1-(diphenylmethyl)piperazine (20.0 mg, 0.079 mmol), molecular sieve (5 beads) and NaBH(OAc)3 (50.4 mg, 0.237 mmol) were reacted in 3 mL of methylene chloride for about 12 hr. With the following processes the same as in Example 1, 37.1 mg (96.8%) of the target compound was obtained.

Sources & evidence

ORD record
ord-1773e5c05ac84a9a8948dea4f7729acc
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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