Potassium Carbonate → HCID 23294333, compound

HRID 1955206Notes

Reaction equation

HRID 1955206 reaction equation
[ClH:1].[CH:2]1[C:11]2[CH2:10][CH2:9][CH2:8][CH2:7][C:6]=2[CH:5]=[CH:4][C:3]=1[CH2:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.[F:19][C:20]1[CH:29]=[CH:28][C:23]([O:24][CH2:25][CH2:26]Br)=[CH:22][CH:21]=1.C([O-])([O-])=O.[K+].[K+]>>[ClH:1].[F:19][C:20]1[CH:29]=[CH:28][C:23]([O:24][CH2:25][CH2:26][N:16]2[CH2:17][CH2:18][CH:13]([CH2:12][C:3]3[CH:4]=[CH:5][C:6]4[CH2:7][CH2:8][CH2:9][CH2:10][C:11]=4[CH:2]=3)[CH2:14][CH2:15]2)=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 11430Potassium CarbonateHCID 20641711-(2-Bromoethoxy)-4-fluorobenzeneHCID 23294445HCID 23294445, compound

Product 1

HCID 23294333HCID 23294333, compound

Procedure

The title compound was prepared from 4-((5,6,7,8-tetrahydro-2-naphthyl)methyl)piperidine hydrochloride (250 mg, 940 μmol), 2-(4-fluorophenoxy)ethyl bromide (216 mg, 987 μmol) and K2CO3 (266 mg, 1.93 mmol) as a colorless solid (220 mg): mp 181-183° C.; 1H NMR (CDCl3) 1.60-2.12 (m, 9H), 2.54 (d, J=7.2 Hz, 2H), 2.65-2.81 (m, 6H), 3.20-3.55 (m, 2H), 3.59-3.71 (m, 2H), 4.52 (t, J=4.2 Hz, 2H), 6.77-7.01 (m, 7H), 12.55 (bs, 1H); Anal. Calcd for C24H31ClFNO: C, 71.36; H, 7.74; N, 3.47. Found: C, 71.30; H, 7.78; N, 3.39.

Sources & evidence

ORD record
ord-3e0431e6388d483789a80f4a454cf479
Source dataset
uspto-grants-2000_09
Patent number
US06124323

Reaction notes

Loading…