Potassium Carbonate → HCID 23294526, compound

HRID 1955198Notes

Reaction equation

HRID 1955198 reaction equation
[ClH:1].[C:2]([C:4]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)#[N:3].C[O:17][C:18]1[CH:27]=[CH:26][C:21]([O:22][CH2:23][CH2:24]Br)=[CH:20][CH:19]=1.C([O-])([O-])=O.[K+].[K+]>>[ClH:1].[C:2]([C:4]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:5][CH2:6][N:7]([CH2:24][CH2:23][O:22][C:21]2[CH:26]=[CH:27][C:18]([OH:17])=[CH:19][CH:20]=2)[CH2:8][CH2:9]1)#[N:3]

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 5798141-(2-Bromoethoxy)-4-methoxybenzeneHCID 30849734-Phenylpiperidine-4-carbonitrile hydrochloride

Product 1

HCID 23294526HCID 23294526, compound

Procedure

The title compound was prepared from 4-cyano-4-phenylpiperidine hydrochloride (600 mg, 2.69 mmol), 2-(4-methoxyphenoxy)ethyl bromide (653 mg, 2.82 mmol) and K2CO3 (761 mg, 5.51 mmol) in two steps as a colorless solid (28 mg, 60%), mp 199-200° C.; 1H NMR (CD3OD) 2.48-2.64 (m, 4H), 3.48-3.64 (m, 2H), 3.73 (t, J=4.8 Hz, 2H), 3.95 (d, J=12 Hz, 2H), 4.36 (t, J=4.5 Hz, 2H), 6.74 (d, J=8.7 Hz, 2H), 6.90 (d, J=9.0 Hz, 2H), 7.38-7.64 (m, 5H); HRMS calcd for C20H22N2O2 322.1681, found 322.1678.

Sources & evidence

ORD record
ord-50290da96ba34dbba5214ad0fa2bfe7b
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

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