1-(4-Fluorophenyl)piperazine → HCID 10298211, compound

HRID 1838283Notes

Reaction equation

HRID 1838283 reaction equation
O([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[C:14]1[CH2:18][CH:17]([CH2:19][CH2:20][CH:21]=O)[O:16][N:15]=1)C1C=CC=CC=1.[F:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[CH:26][CH:25]=1.[BH-](O[C:46]([CH3:48])=[O:47])(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[F:23][C:24]1[CH:25]=[CH:26][C:27]([N:30]2[CH2:35][CH2:34][N:33]([CH2:21][CH2:20][CH2:19][CH:17]3[O:16][N:15]=[C:14]([C:9]4[CH:8]=[CH:13][CH:12]=[C:11]([O:47][C:46]5[CH:48]=[CH:10][CH:9]=[CH:8][CH:13]=5)[CH:10]=4)[CH2:18]3)[CH2:32][CH2:31]2)=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 752601-(4-Fluorophenyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 18753372HCID 18753372, compound

Product 1

HCID 10298211HCID 10298211, compoundYield 102.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-(3-(2-Phenoxyphenyl)-4,5-dihydroisoxazol-5-yl)propanal (38.0 mg, 0.122 mmol), 1-(4-fluorophenyl)piperazine (20.0 mg, 0.111 mmol), molecular sieve (5 beads) and NaBH(OAc)3 (70.5 mg, 0.333mmol) were reacted in 3 mL of methylene chloride for about 12 hr. With the following processes the same as in Example 1, 28.7 mg (56.3%) of the target compound was obtained.

Sources & evidence

ORD record
ord-0a87e4eb3013411f880c39d06842cc19
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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