Potassium Carbonate → HCID 23294480, compound

HRID 1955210Notes

Reaction equation

C([O:8][C:9]1[CH:18]=[CH:17][C:12]([O:13][CH2:14][CH2:15]Br)=[CH:11][CH:10]=1)C1C=CC=CC=1.[ClH:19].[F:20][C:21]1[CH:33]=[CH:32][CH:31]=[C:30]([F:34])[C:22]=1[CH2:23][CH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.C(=O)([O-])[O-].[K+].[K+]>>[ClH:19].[OH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][CH2:15][N:27]2[CH2:26][CH2:25][CH:24]([CH2:23][C:22]3[C:21]([F:20])=[CH:33][CH:32]=[CH:31][C:30]=3[F:34])[CH2:29][CH2:28]2)=[CH:17][CH:18]=1

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 107570881-(Benzyloxy)-4-(2-bromoethoxy)benzene

HCID 70080738HCID 70080738, compound

Product 1

HCID 23294480HCID 23294480, compound

Procedure

The title compound was prepared from 2-(4-benzyloxyphenoxy)ethyl bromide (0.393 g, 1.28 mmol), 4-(2,6-difluorobenzyl)piperidine hydrochloride (0.317 g, 1.28 mmol) and potassium carbonate (0.444 g, 3.2 mmol) in two steps as off white solid (0.240 g). mp 198-200° C. 1H NMR (CD3OD) 1.595 (m, 2 H), 1.906 (m, 3 H), 2.705 (d, J=5.7 Hz, 2 H), 3.029 (t, J=12.3 Hz, 2 H), 3.303 (m, 2 H), 3.629 (d, J=12.6 Hz, 2 H), 4.238 (t, J=4.5 Hz, 2 H), 6.702 (d, J=9.0 Hz, 2 H), 6.825 (d, J=9.0 Hz, 2 H), 6.953 (m, 2 H), 7.277 (m, 1 H).

Sources & evidence

ORD record: ord-3f0e790cfdb64d389bcc5e9660f9dcd4
Source dataset: uspto-grants-2000_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06124323

Reaction notes

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