Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoate → HCID 85471425, compound

HRID 2177333Notes

Reaction equation

HRID 2177333 reaction equation
ClC1SC(CO)=C(C2C=CC(Cl)=CC=2)C=1.OC1C=CC(CCC(OCC)=O)=C(F)C=1F.[Cl:32][C:33]1[S:37][C:36]([CH2:38][O:39][C:40]2[CH:45]=[CH:44][C:43]([CH2:46][CH2:47][C:48]([O:50]CC)=[O:49])=[C:42]([F:53])[C:41]=2[F:54])=[C:35]([C:55]2[CH:60]=[CH:59][C:58]([Cl:61])=[CH:57][CH:56]=2)[CH:34]=1>>[Cl:32][C:33]1[S:37][C:36]([CH2:38][O:39][C:40]2[CH:45]=[CH:44][C:43]([CH2:46][CH2:47][C:48]([OH:50])=[O:49])=[C:42]([F:53])[C:41]=2[F:54])=[C:35]([C:55]2[CH:56]=[CH:57][C:58]([Cl:61])=[CH:59][CH:60]=2)[CH:34]=1

Participants

4

Reactant 3

HCID 90404786Ethyl 3-(2,3-difluoro-4-hydroxyphenyl)propanoateHCID 90418246HCID 90418246, compoundHCID 90418713HCID 90418713, compound

Product 1

HCID 85471425HCID 85471425, compound

Procedure

The title compound was prepared according to the procedure described in Example 197 by coupling of [5-chloro-3-(4-chlorophenyl)thiophen-2-yl]methanol and ethyl 3-(4-hydroxy-2,3-difluorophenyl)propanoate followed by hydrolysis of ethyl 3-(4-((5-chloro-3-(4-chlorophenyl)thiophen-2-yl)methoxy)-2,3-difluorophenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (300 MHz, CD3OD) δ: 7.36-7.48 (m, 4H), 7.13 (s, 1H), 6.87-6.93 (m, 1H), 6.66-6.67 (m, 1H), 5.07 (s, 2H), 2.87 (t, J=7.5 Hz, 2H), 2.53 (t, J=7.8 Hz, 2H). Mass spectrum (ESI, m/z): Calcd. for C20H14C12F2O3S, 441.0 (M−H). found 441.0.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-a8878c3b3a784a78884beb4944ce33ee
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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