1-(2-Fluorophenyl)piperazine → HCID 10226428, compound

HRID 1838285Notes

Reaction equation

HRID 1838285 reaction equation
[O:1]([C:8]1[CH:9]=[C:10]([C:14]2[CH2:18][CH:17]([CH2:19][CH2:20][CH:21]=O)[O:16][N:15]=2)[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[F:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[N:30]1[CH2:35][CH2:34][N:33]([CH2:21][CH2:20][CH2:19][CH:17]2[O:16][N:15]=[C:14]([C:10]3[CH:11]=[CH:12][CH:13]=[C:8]([O:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH:9]=3)[CH2:18]2)[CH2:32][CH2:31]1

Participants

5

Reactant 3

HCID 705291-(2-Fluorophenyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 18753387HCID 18753387, compound

Product 1

HCID 10226428HCID 10226428, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[3-(3-Phenoxyphenyl)-4,5-dihydroisoxazol-5-yl]propanal (38.0 mg, 0.122 mmol), 1-(2-fluorophenyl)piperazine (20.0 mg, 0.111 mmol), molecular sieve (5 beads) and NaBH(OAc)3 (70.5 mg, 0.333 mmol) were reacted in 3 mL of methylene chloride for about 12 hr. With the following processes the same as in Example 1, 35.5 mg (70.1 %) of the target compound was obtained.

Sources & evidence

ORD record
ord-42ef308e47864e7082511eb19ff25920
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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