1-Phenylpiperazine → 3-{3-[2-(4-Phenyl-piperazin-1-yl)-ethoxy]-phenyl}-thieno[2,3-d]isoxazole

HRID 8684

Reaction equation

Br[CH2:2][CH2:3][O:4][C:5]1[CH:6]=[C:7]([C:11]2[C:15]3[S:16][CH:17]=[CH:18][C:14]=3[O:13][N:12]=2)[CH:8]=[CH:9][CH:10]=1.C(=O)([O-])[O-].[K+].[K+].[C:25]1([N:31]2[CH2:36][CH2:35][NH:34][CH2:33][CH2:32]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>>[C:25]1([N:31]2[CH2:36][CH2:35][N:34]([CH2:2][CH2:3][O:4][C:5]3[CH:6]=[C:7]([C:11]4[C:15]5[S:16][CH:17]=[CH:18][C:14]=5[O:13][N:12]=4)[CH:8]=[CH:9][CH:10]=3)[CH2:33][CH2:32]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

Reactant 3

HCID 70961-Phenylpiperazine

HCID 11430Potassium Carbonate

HCID 219835823-[3-(2-Bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole

Product 1

HCID 219835953-{3-[2-(4-Phenyl-piperazin-1-yl)-ethoxy]-phenyl}-thieno[2,3-d]isoxazoleYield 66%

Procedure

The title compound is prepared from 3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole, potassium carbonate, and N-phenylpiperazine essentially as described in example 27 except that the freebase is dried to give the title compound (330 mg, 66%). Mp=91–93° C. Microanalysis (C, H, N) is consistent with the final compound.

Workup

customis dried

Sources & evidence

ORD record: ord-7a208bef3d67408193e3c036ee51db44
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091199B1

Linked notes

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