Acetic Acid → HCID 19092269, compound

HRID 487571Notes

Reaction equation

HRID 487571 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[F:17][C:18]1[CH:23]=[CH:22][C:21]([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)=[CH:20][CH:19]=1.C(O)(=O)C.C([BH3-])#N.[Na+]>>[F:17][C:18]1[CH:19]=[CH:20][C:21]([N:24]2[CH2:29][CH2:28][N:27]([CH:13]3[CH2:14][CH2:15][N:10]([C:7]4[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=4)[CH2:11][CH2:12]3)[CH2:26][CH2:25]2)=[CH:22][CH:23]=1

Participants

5

Reactant 4

HCID 176Acetic AcidHCID 752601-(4-Fluorophenyl)piperazineHCID 38425621-(4-Nitrophenyl)piperidin-4-oneHCID 5003444Sodium cyanoborohydride

Product 1

HCID 19092269HCID 19092269, compound

Procedure

3.0 g (13.6 mmol) of 1-(4-nitrophenyl)-4-piperidone [cf. Taylor et al., Synthesis (1981) 606], 2.5 g (13.6 mmol) of N-(4-fluorophenyl)piperazine, 0.8 g (13.6 mmol) of acetic acid and 0.9 g (13.6 mmol) of sodium cyanoborohydride were reacted as in Example 1.

Sources & evidence

ORD record
ord-bb416e39ca754a29909dd4621d85c2a1
Source dataset
uspto-grants-1994_03
Patent number
US05296485

Reaction notes

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