Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate → HCID 90418761, compound

HRID 2177168Notes

Reaction equation

HRID 2177168 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:16]2[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=2)=[N:9][S:10][C:11]=1[C:12]([F:15])([F:14])[F:13])(=O)=O.O[C:27]1[CH:32]=[CH:31][C:30]([CH2:33][CH2:34][C:35]([O:37]CC)=[O:36])=[C:29]([CH3:40])[C:28]=1[CH3:41]>>[CH3:40][C:29]1[C:28]([CH3:41])=[C:27]([O:5][CH2:6][C:7]2[C:8]([C:16]3[CH:21]=[CH:20][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:18][CH:17]=3)=[N:9][S:10][C:11]=2[C:12]([F:15])([F:14])[F:13])[CH:32]=[CH:31][C:30]=1[CH2:33][CH2:34][C:35]([OH:37])=[O:36]

Participants

3

Reactant 2

HCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoateHCID 90418158HCID 90418158, compound

Product 1

HCID 90418761HCID 90418761, compound

Procedure

The title compound was prepared according to the procedure described in Example 1 starting following Step 5 and 6 coupling (5-(trifluoromethyl)-3-(4-trifluoromethylphenyl)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 (300 MHz, CD3OD) δ7.89 (d, J=8.1 Hz, 2H), 7.76 (d, J=8.1 Hz, 2H), 5.14 (s, 2H), 3.89 (s, 3H), 2.88 (t, J=7.2 Hz, 2H), 2.48 (t, J=7.5 Hz, 2H), 2.22 (s, 3H), 1.76 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C23H19F6NO3S, 502.1 (M−H). found 502.0.

Workup

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

Sources & evidence

ORD record
ord-0f5d777adc4844f9848e8358f7a77ffe
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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