Ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate → HCID 85473360, compound

HRID 2177357Notes

Reaction equation

C(C1C=CC(C2C=C(C(F)(F)F)SC=2CO)=CC=1)C.OC1C(F)=CC(CCC(OCC)=O)=CC=1F.[CH2:36]([C:38]1[CH:43]=[CH:42][C:41]([C:44]2[CH:48]=[C:47]([C:49]([F:52])([F:51])[F:50])[S:46][C:45]=2[CH2:53][O:54][C:55]2[C:60]([F:61])=[CH:59][C:58]([CH2:62][CH2:63][C:64]([O:66]CC)=[O:65])=[CH:57][C:56]=2[F:69])=[CH:40][CH:39]=1)[CH3:37]>>[CH2:36]([C:38]1[CH:39]=[CH:40][C:41]([C:44]2[CH:48]=[C:47]([C:49]([F:51])([F:52])[F:50])[S:46][C:45]=2[CH2:53][O:54][C:55]2[C:60]([F:61])=[CH:59][C:58]([CH2:62][CH2:63][C:64]([OH:66])=[O:65])=[CH:57][C:56]=2[F:69])=[CH:42][CH:43]=1)[CH3:37]

Participants

Reactant 3

HCID 23136305Ethyl 3-(3,5-difluoro-4-hydroxyphenyl)propanoate

HCID 90418009HCID 90418009, compound

HCID 90418876HCID 90418876, compound

Product 1

HCID 85473360HCID 85473360, compound

Procedure

The title compound was prepared according to the procedure described in Example 208 by coupling of (3-(4-ethylphenyl)-5-(trifluoromethyl)thiophen-2-yl)methanol and ethyl 3-(4-hydroxy-3,5-difluoro phenyl)propanoate followed by hydrolysis of ethyl 3-(4-((3-(4-ethylphenyl)-5-(trifluoromethyl)thiophen-2-yl)methoxy)-3,5-difluorophenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.48 (s, 1H), 7.45 (d, J=7.5 Hz, 2H), 7.28 (d, J=7.6 Hz, 2H), 6.78 (d, J=7.9 Hz, 2H), 5.21 (s, 2H), 2.92 (t, J=5.1 Hz, 2H), 2.70 (m, 4H), 1.28 (t, J=8.2 Hz, 3H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-090ddb54b81741c6898384ca4067338c
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067898B1

Reaction notes

Loading…