HCID 90418537, compound → HCID 90418234, compound

HRID 2177290Notes

Reaction equation

HRID 2177290 reaction equation
[Cl:1][C:2]1[C:6]([CH2:7][OH:8])=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[S:4][N:3]=1.[F:16][C:17]1[C:22]([F:23])=[C:21](O)[CH:20]=[CH:19][C:18]=1/[CH:25]=[CH:26]/[C:27]([O:29]CC)=[O:28]>>[Cl:1][C:2]1[C:6]([CH2:7][O:8][C:21]2[CH:20]=[CH:19][C:18](/[CH:25]=[CH:26]/[C:27]([OH:29])=[O:28])=[C:17]([F:16])[C:22]=2[F:23])=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[S:4][N:3]=1

Participants

3

Reactant 2

HCID 90418537HCID 90418537, compoundHCID 117604635HCID 117604635, compound

Product 1

HCID 90418234HCID 90418234, compound

Procedure

The title compound was prepared according to the procedure described in Example 135 following Step 8 and 9 by coupling of (3-chloro-5-(4-chlorophenyl)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 7.81 (d, J=12.5 Hz, 1H), 7.48 (s, 2H), 7.28 (s, 2H), 6.52 (d, J=11.5 Hz, 1H), 5.04 (s, 2H).

Workup

  1. customThe title compound was prepared
  2. customhydrolysis

Sources & evidence

ORD record
ord-56dbdb17ace649ae8d5aee13beab4691
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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