1-(2-Fluorophenyl)piperazine → HCID 10179895, compound

HRID 1838284Notes

Reaction equation

HRID 1838284 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH2:14][CH:13]([CH2:15][CH2:16][CH:17]=O)[O:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]1[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[N:26]1[CH2:31][CH2:30][N:29]([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)[CH2:28][CH2:27]1

Participants

5

Reactant 3

HCID 705291-(2-Fluorophenyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 18753383HCID 18753383, compound

Product 1

HCID 10179895HCID 10179895, compoundYield 50.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[3-(3-Nitrophenyl)-4,5-dihydroisoxazol-5-yl]propanal (30.3 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, 20.8 mg (50.3%) of the target compound was obtained.

Sources & evidence

ORD record
ord-9e95ff58548046c39e2e038ff6aa4f30
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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