Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate → HCID 90418269, compound

HRID 2177235Notes

Reaction equation

HRID 2177235 reaction equation
CS([O:5][CH2:6][C:7]1[C:8]([C:18]2[CH:23]=[CH:22][C:21]([CH2:24][CH3:25])=[CH:20][CH:19]=2)=[N:9][S:10][C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)(=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]>>[CH2:24]([C:21]1[CH:22]=[CH:23][C:18]([C:8]2[C:7]([CH2:6][O:5][C:27]3[CH:32]=[CH:31][C:30]([CH2:33][CH2:34][C:35]([OH:37])=[O:36])=[C:29]([CH3:40])[C:28]=3[CH3:41])=[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[S:10][N:9]=2)=[CH:19][CH:20]=1)[CH3:25]

Participants

3

Reactant 2

HCID 58566491Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoateHCID 90418641HCID 90418641, compound

Product 1

HCID 90418269HCID 90418269, compound

Procedure

The title compound was prepared according to the procedure described in Example 1 following Steps 2-6 by coupling of (3-(4-ethylphenyl)-5-phenylisothiazol-4-yl)methyl methanesulfonate and ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate to afford the desired product as an off-white solid. 1H NMR (300 MHz, CDCl3) δ 7.73 (d, J=8.1 Hz, 2H), 7.58-7.59 (m, 2H), 7.42 (t, J=3.0 Hz, 3H), 7.22 (s, 2H), 6.94 (d, J=8.4 Hz, 1H), 6.63 (d, J=8.4 Hz, 1H), 4.83 (s, 2H), 2.97 (t, J=8.4 Hz, 2H), 2.60-2.70 (m, 2H), 2.28 (s, 3H), 2.24 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C29H29NO3S, 472.2 (M+H). found 472.2.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-00e641838c834415b6aa64208930c7dd
Source dataset
uspto-grants-2015_06
Patent number
US09067898B1

Reaction notes

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