HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester → 2-{4-[4-Cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Cyclopropyl-3-Oxopropionic Acid Methyl Ester | HCID 10130016 | — |
| Reactant | 4-(Trifluoromethyl)benzamidine Hydrochloride | HCID 12535791 | — |
| Reactant | Ethyl 2-(4-hydroxy-2-methylphenoxy)-2-methylpropanoate | HCID 16756990 | — |
| Reactant | 5-Chloromethyl-4-cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine | HCID 21935911 | — |
| Product | 2-{4-[4-Cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester | HCID 67072254 | — |
Reaction Steps
In analogy to the procedures described in example 101A], 2-(4-hydroxy-2-methyl-phenoxy)-2-methyl-propionic acid ethyl ester (described in WO 02/092590) was reacted with 5-chloromethyl-4-cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidine (prepared from methyl 3-cyclopropyl-3-oxopropanoate and 4-(trifluoromethyl)benzamidine hydrochloride, in analogy to the procedures described in examples 101C] to 101F]) to give 2-{4-[4-cyclopropyl-2-(6-trifluoromethyl-pyridin-3-yl)-pyrimidin-5-ylmethoxy]-2-methyl-phenoxy}-2-methyl-propionic acid ethyl ester, which was subsequently saponified in analogy to the procedure described in example 101B] to yield the title compound as off-white crystalls of mp. 185.0–185.5° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115611B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-e448a4c2592f4c77a6bfcd3b1ddc9acd |
| Source note | uspto-grants-2006_10 |