1-(2-Fluorophenyl)piperazine → HCID 68559289, compound

HRID 387171Notes

Reaction equation

[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[C:14]([CH2:15][CH2:16][CH:17]=O)=[CH:13][C:12]([CH2:19][CH2:20][CH2:21][CH3:22])=[N:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[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+]>>[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]([CH2:17][CH2:16][CH2:15][C:14]2[N:10]([C:7]3[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=3)[N:11]=[C:12]([CH2:19][CH2:20][CH2:21][CH3:22])[CH:13]=2)[CH2:32][CH2:31]1

Participants

Reactant 3

HCID 705291-(2-Fluorophenyl)piperazine

HCID 5049666Sodium triacetoxyborohydride

HCID 86639950HCID 86639950, compound

Product 1

HCID 68559289HCID 68559289, compound

Procedure

260 mg (90.0%) of target compound was obtained by using a method same as in Example 1 by using 3-(1-(4-nitrophenyl)-3-butyl-1H-pyrazol-5-yl)propanal (187 mg, 0.625 mmol), 1-(2-fluorophenyl)piperazine (148 mL, 0.937 mmol), and NaBH(OAc)3 (198 mg, 0.936 mmol).

Workup

custom260 mg (90.0%) of target compound was obtained

Sources & evidence

ORD record: ord-363217d3a81943908c3b795332c54b49
Source dataset: uspto-grants-2013_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08372844B2

Reaction notes

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