HCID 90417615, compound → HCID 90418285, compound

HRID 2177255Notes

Reaction equation

HRID 2177255 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][OH:14])=[C:11]([C:15]([F:18])([F:17])[F:16])[S:10][N:9]=2)=[CH:4][CH:3]=1.[F:19][C:20]1[C:25]([F:26])=[C:24](O)[CH:23]=[CH:22][C:21]=1/[CH:28]=[CH:29]/[C:30]([O:32]CC)=[O:31]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH2:13][O:14][C:24]3[CH:23]=[CH:22][C:21](/[CH:28]=[CH:29]/[C:30]([OH:32])=[O:31])=[C:20]([F:19])[C:25]=3[F:26])=[C:11]([C:15]([F:16])([F:18])[F:17])[S:10][N:9]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 90417615HCID 90417615, compoundHCID 117604635HCID 117604635, compound

Product 1

HCID 90418285HCID 90418285, compound

Procedure

The title compound was prepared according to the procedure described in Example 1 following Steps 5 and 6 by coupling of (3-(4-chlorophenyl)-5-(trifluoromethyl)isothiazol-4-yl)methanol and (E)-ethyl 3-(2,3-difluoro-4-hydroxyphenyl)acrylate then hydrolysis to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 7.80 (d, J=9.5 Hz, 1H), 7.64 (d, J=7.2 Hz, 1H), 7.47 (d, J=7.2 Hz, 1H), 6.52 (d, J=9.0 Hz, 2H), 7.28 (t, J=6.8 Hz, 1H), 6.82 (t, J=6.8 Hz, 1H), 5.14 (s, 2H).

Workup

  1. customThe title compound was prepared
  2. customhydrolysis

Sources & evidence

ORD record
ord-19d2c9f8d01340ddaa47ed069bc329b2
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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