1-(Bis(4-fluorophenyl)methyl)piperazine → HCID 10118829, compound

HRID 1838289Notes

Reaction equation

HRID 1838289 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][C:23]([CH:26]([C:33]2[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=2)[N:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)=[CH:22][CH:21]=1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>C(Cl)Cl>[F:39][C:36]1[CH:35]=[CH:34][C:33]([CH:26]([C:23]2[CH:24]=[CH:25][C:20]([F:19])=[CH:21][CH:22]=2)[N:27]2[CH2:28][CH2:29][N:30]([CH2:17][CH2:16][CH2:15][CH:13]3[O:12][N:11]=[C:10]([C:6]4[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=4)[CH2:14]3)[CH2:31][CH2:32]2)=[CH:38][CH:37]=1

Participants

5

Reactant 3

HCID 1529321-(Bis(4-fluorophenyl)methyl)piperazineHCID 5049666Sodium triacetoxyborohydrideHCID 18753383HCID 18753383, compound

Product 1

HCID 10118829HCID 10118829, compoundYield 65.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-[3-(3-Nitrophenyl)-4,5-dihydroisoxazol-5-yl]propanal (19.3 mg, 0.077 mmol), 1-[bis(4-fluorophenyl)methyl]piperazine (20.4 mg, 0.070 mmol), molecular sieve (5 beads) and NaBH(OAc)3 (45.0 mg, 0.212 mmol) were reacted in 3 mL of methylene chloride for about 12 hr. With the following processes the same as in Example 1, 23.8 mg (64.7%) of the target compound was obtained.

Sources & evidence

ORD record
ord-53f80e8243f94eeea96a55ad8f3155a8
Source dataset
uspto-grants-2004_01
Patent number
US06673800B2

Reaction notes

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