HCID 28318278, compound → HCID 85471697, compound

HRID 2177361Notes

Reaction equation

[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:10]([CH2:14][OH:15])=[CH:11][S:12][CH:13]=2)=[CH:5][CH:4]=1)[CH3:2].C(C1C=CC(C2C=C(C(F)(F)F)SC=2CO[C:35]2[CH:40]=[CH:39][C:38]([CH2:41][CH2:42][C:43]([O:45]CC)=[O:44])=[C:37]([F:48])[C:36]=2[F:49])=CC=1)C>>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]([C:9]2[C:10]([CH2:14][O:15][C:35]3[CH:40]=[CH:39][C:38]([CH2:41][CH2:42][C:43]([OH:45])=[O:44])=[C:37]([F:48])[C:36]=3[F:49])=[CH:11][S:12][CH:13]=2)=[CH:7][CH:8]=1)[CH3:2]

Participants

Reactant 2

HCID 28318278HCID 28318278, compound

HCID 90418428HCID 90418428, compound

Product 1

HCID 85471697HCID 85471697, compound

Procedure

The title compound was prepared according to the procedure described in Example 216 by coupling of (4-(4-ethylphenyl)thiophen-3-yl)methanol and ethyl 3-(4-hydroxy-2,3-difluoro phenyl) propanoate followed by hydrolysis of ethyl 3-(4-((3-(4-ethylphenyl)-5-(trifluoromethyl)thiophen-2-yl)methoxy)-2,3-difluorophenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.52 (s, 1H), 7.42 (m, 2H), 7.28 (m, 3H), 6.80 (m, 1H), 6.62 (m, 1H), 5.02 (s, 2H), 2.95 (t, J=5.5 Hz, 2H), 2.68 (m, 4H), 1.25 (t, J=6.5 Hz, 3H).

Workup

customThe title compound was prepared

Sources & evidence

ORD record: ord-c4d8a7274d9441afb561d91ec80103f3
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09067898B1

Reaction notes

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