Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoate → HCID 85472739, compound

HRID 2177224Notes

Reaction equation

HRID 2177224 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][OH:14])=[C:11]([CH3:15])[S:10][N:9]=2)=[CH:4][CH:3]=1.[F:16][C:17]1[C:22]([F:23])=[C:21](O)[CH:20]=[CH:19][C:18]=1[CH2:25][CH2:26][C:27]([O:29]CC)=[O:28]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:12]([CH2:13][O:14][C:21]3[CH:20]=[CH:19][C:18]([CH2:25][CH2:26][C:27]([OH:29])=[O:28])=[C:17]([F:16])[C:22]=3[F:23])=[C:11]([CH3:15])[S:10][N:9]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 90404786Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoateHCID 90418863HCID 90418863, compound

Product 1

HCID 85472739HCID 85472739, compound

Procedure

The title compound was prepared according to the procedure described in Example 91 following Step 5 and 6 by coupling ((3-(4-chlorophenyl)-5-methylisothiazol-4-yl)methanol 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 7.64 (d, J=7.1 Hz, 2H), 7.42 (d, J=7.0 Hz, 2H), 6.90 (m, J=5.6 Hz, 1H), 6.72 (m, J=5.6 Hz, 1H), 4.98 (s, 2H), 2.96 (m, 2H), 2.68 (m, 2H), 2.62 (s, 3H).

Workup

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

Sources & evidence

ORD record
ord-0d19a118f6234dbd9c6a253f30ba0b1d
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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