3-Thieno[2,3-d]isoxazol-3-yl-phenol → (3-Fluoro-benzyl)-[2-(3-thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-amine

HRID 8640

Reaction equation

HRID 8640 reaction equation
C(OC([N:8]([CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[C:25]([F:29])[CH:24]=1)[CH2:9][CH2:10][O:11]S(C1C=CC(C)=CC=1)(=O)=O)=O)(C)(C)C.[O:30]1[C:34]2[CH:35]=[CH:36][S:37][C:33]=2[C:32]([C:38]2[CH:39]=[C:40](O)[CH:41]=[CH:42][CH:43]=2)=[N:31]1>>[F:29][C:25]1[CH:24]=[C:23]([CH:28]=[CH:27][CH:26]=1)[CH2:22][NH:8][CH2:9][CH2:10][O:11][C:42]1[CH:41]=[CH:40][CH:39]=[C:38]([C:32]2[C:33]3[S:37][CH:36]=[CH:35][C:34]=3[O:30][N:31]=2)[CH:43]=1

Participants

3

Reactant 2

HCID 140972423-Thieno[2,3-d]isoxazol-3-yl-phenolHCID 23548235Toluene-4-sulfonic acid 2-[tert-butoxycarbonyl-(3-fluoro-benzyl)-amino]-ethyl ester

Product 1

HCID 9907296(3-Fluoro-benzyl)-[2-(3-thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-amine

Procedure

The title compound is prepared from a mixture of toluene-4-sulfonic acid 2-[tert-butoxycarbonyl-(3-fluoro-benzyl)-amino]-ethyl ester and 3-thieno[2,3-d]isoxazol-3-yl-phenol essentially as described in Example 3, Scheme I, Step F. It is understood by one skilled in the art that the nitrogen may be deprotected by acid hydrolysis, to give the final, desired compound.

Workup

  1. custommay be deprotected by acid hydrolysis

Sources & evidence

ORD record
ord-1dd22aeb2ee24793a8ccc69ebe25774c
Source dataset
uspto-grants-2006_08
Patent number
US07091199B1

Linked notes

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