Ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate → HCID 90418185, compound

HRID 2177218Notes

Reaction equation

HRID 2177218 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)=[N:9][S:10][CH:11]=1)(=O)=O.[F:19][C:20]1[CH:21]=[C:22]([CH2:28][CH2:29][C:30]([O:32]CC)=[O:31])[CH:23]=[C:24]([F:27])[C:25]=1O>>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([C:8]2[C:7]([CH2:6][O:5][C:25]3[C:24]([F:27])=[CH:23][C:22]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[CH:21][C:20]=3[F:19])=[CH:11][S:10][N:9]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 23136305Ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoateHCID 90417927HCID 90417927, compound

Product 1

HCID 90418185HCID 90418185, compound

Procedure

The title compound was prepared according to the procedure described in Example 91 following Step 5 and 6 by coupling (3-(4-bromophenyl)isothiazol-4-yl)methyl methanesulfonate and ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate followed by hydrolysis to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 8.76 (s, 1H), 7.71 (d, J=6.8 Hz, 2H), 6.76 (d, J=7.2 Hz, 2H), 5.15 (s, 2H), 2.92 (t, J=7.5 Hz, 2H), 2.68 (t, J=7.5 Hz, 2H).

Workup

  1. customThe title compound was prepared
  2. customfollowed by hydrolysis

Sources & evidence

ORD record
ord-8008126c08a6415aac6fa2b78255dbc0
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

Loading…