Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoate → HCID 90417632, compound

HRID 2177222Notes

Reaction equation

HRID 2177222 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:12]2[S:13][C:14]([Cl:17])=[CH:15][CH:16]=2)=[N:9][S:10][CH:11]=1)(=O)=O.O[C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][C:27]([O:29]CC)=[O:28])=[C:21]([F:32])[C:20]=1[F:33]>>[Cl:17][C:14]1[S:13][C:12]([C:8]2[C:7]([CH2:6][O:5][C:19]3[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[C:21]([F:32])[C:20]=3[F:33])=[CH:11][S:10][N:9]=2)=[CH:16][CH:15]=1

Participants

3

Reactant 2

HCID 90404786Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoateHCID 90418499HCID 90418499, compound

Product 1

HCID 90417632HCID 90417632, compound

Procedure

The title compound was prepared according to the procedure described in Example 91 following Step 5 and 6 by coupling (3-(5-chlorothiophen-2-yl)isothiazol-4-yl)methyl methanesulfonate and ethyl 3-(4-hydroxy-2,3-difluorophenyl)propanoate followed by hydrolysis to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 8.75 (s, 1H), 7.27 (m, 1H), 6.95 (m, 1H), 6.90 (m, 1H), 6.73 (m, 1H), 5.24 (s, 2H), 2.98 (t, J=4.5 Hz, 2H), 2.74 (t, J=7.5 Hz, 2H).

Workup

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

Sources & evidence

ORD record
ord-b3401b37872547f6b16fc535a0582055
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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