HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate → 3-(4-[[3-Chloro-5-(4-methoxyphenyl)-1,2-thiazol-4-yl]methoxy]-2,3-dimethylphenyl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl 3-(4-hydroxy-2,3-dimethylphenyl)propanoate | HCID 58566491 | — |
| Reactant | 3-Chloro-4-(chloromethyl)-5-(4-methoxyphenyl)-1,2-thiazole | HCID 90418320 | — |
| Product | 3-(4-[[3-Chloro-5-(4-methoxyphenyl)-1,2-thiazol-4-yl]methoxy]-2,3-dimethylphenyl)propanoic acid | HCID 90418325 | — |
Reaction Steps
The title compound was prepared according to the procedure described in Example 127 following Step 6 and 7 by coupling of 3-chloro-4-(chloromethyl)-5-(4-methoxyphenyl)-1,2-thiazole 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, CDCl3) δ: 7.502 (d, J=6.6 Hz, 2H), 7.00 (t, J=6.0 Hz, 3H), 6.784 (d, J=6.0 Hz, 1H), 4.925 (s, 2H), 3.87 (s, 3H), 2.99 (t, J=6.0 Hz, 2H), 2.64 (t, J=6.0 Hz, 2H), 2.27 (s, 3H), 2.18 (s, 3H). Mass spectrum (ESI, m/z): Calcd. for C22H22ClNO4S, 430.1 (M−H). found 430.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09067898B1 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-ec292e300ed84ec9a10ff9c983e81a9a |
| Source note | uspto-grants-2015_06 |