Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoate → HCID 90417990, compound

HRID 2177219Notes

Reaction equation

HRID 2177219 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[C:25]([F:26])=[C:24](O)[CH:23]=[CH:22][C:21]=1[CH2:28][CH2:29][C:30]([O:32]CC)=[O:31]>>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([C:8]2[C:7]([CH2:6][O:5][C:24]3[CH:23]=[CH:22][C:21]([CH2:28][CH2:29][C:30]([OH:32])=[O:31])=[C:20]([F:19])[C:25]=3[F:26])=[CH:11][S:10][N:9]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 90404786Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoateHCID 90417927HCID 90417927, compound

Product 1

HCID 90417990HCID 90417990, 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-(2,3-difluoro-4-hydroxyphenyl)propanoate followed by hydrolysis to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 8.85 (s, 1H), 7.62 (s, 4H), 6.87 (t, J=6.5 Hz, 1H), 6.68 (t, J=6.5 Hz, 1H), 5.12 (s, 2H), 2.95 (t, J=6.1 Hz, 2H), 2.72 (t, J=6.2 Hz, 1H).

Workup

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

Sources & evidence

ORD record
ord-cb596954d6824dce9a597589db06b4b3
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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