Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate → HCID 90418650, compound

HRID 2177215Notes

Reaction equation

HRID 2177215 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:12]2[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=2)=[N:9][S:10][CH:11]=1)(=O)=O.O[C:20]1[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]([O:30]CC)=[O:29])=[C:22]([CH3:33])[C:21]=1[CH3:34]>>[Cl:18][C:15]1[CH:16]=[CH:17][C:12]([C:8]2[C:7]([CH2:6][O:5][C:20]3[CH:25]=[CH:24][C:23]([CH2:26][CH2:27][C:28]([OH:30])=[O:29])=[C:22]([CH3:33])[C:21]=3[CH3:34])=[CH:11][S:10][N:9]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoateHCID 90418189HCID 90418189, compound

Product 1

HCID 90418650HCID 90418650, compound

Procedure

The title compound was prepared according to the procedure described in Example 91 following Step 5 and 6 by coupling (3-(4-chlorophenyl)isothiazol-4-yl)methyl methanesulfonate and ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate followed by hydrolysis to afford the desired product as an off-white solid. 1H NMR (400 MHz, CDCl3) δ 8.78 (s, 1H), 7.70 (d, J=7.5 Hz, 2H), 7.42 (d, J=7.5 Hz, 2H), 6.98 (d, J=7.6 Hz, 1H), 6.68 (d, J=7.8 Hz, 1H), 5.05 (s, 2H), 2.96 (t, J=7.5 Hz, 2H), 2.62 (t, J=7.6 Hz, 2H), 2.24 (s, 3H), 2.15 (s, 3H).

Workup

  1. customThe title compound was prepared
  2. customfollowed by hydrolysis

Sources & evidence

ORD record
ord-601cbf5af1d54c1e8fea138f0f41eb14
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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