1-Phenylpiperazine → HCID 10109334, compound

HRID 1838294Notes

Reaction equation

HRID 1838294 reaction equation
[C:1]1([C:7]2[CH2:11][CH:10]([CH2:12][CH2:13][CH2:14][CH:15]=O)[O:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17]1([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[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:17]1([N:23]2[CH2:28][CH2:27][N:26]([CH2:15][CH2:14][CH2:13][CH2:12][CH:10]3[O:9][N:8]=[C:7]([C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH2:11]3)[CH2:25][CH2:24]2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 70961-PhenylpiperazineHCID 5049666Sodium triacetoxyborohydrideHCID 187533924-(3-Phenyl-4,5-dihydroisoxazol-5-yl)butanal

Product 1

HCID 10109334HCID 10109334, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4-(3-Phenyl-4,5-dihydroisoxazol-5-yl)butanal (29.4 mg, 0.135 mmol), 1-phenylpiperazine (20.0 mg, 0.123 mmol), molecular sieve (5 beads) and NaBH(OAc)3 (78.4 mg, 0.369 mmol) were reacted in 3 mL of methylene chloride for about 12 hr. With the following processes the same as in Example 1, 35.7 mg (68.4%) of the target compound was obtained.

Sources & evidence

ORD record
ord-16a7bcbfa0e947cfbe085b8178b122cb
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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