HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Butanol → Revaprazan Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | 1-Methyl-1,2,3,4-tetrahydroisoquinoline | HCID 92214 | — |
| Reactant | Revaprazan | HCID 204104 | — |
| Reactant | 4-Chloro-N-(4-fluorophenyl)-5,6-dimethylpyrimidin-2-amine | HCID 9992376 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | Revaprazan Hydrochloride | HCID 204103 | 76.5% |
Reaction Steps
110 ml of n-butanol, 240 ml of triethylamine and 236 g(1.60 mmole) of 1-methyl-1,2,3,4-tetrahydroisoquinoline were added to 600 ml of ethylene glycol. 400 g(1.59 mmole) of 4-chloro-2-(4-fluorophenylamino)-5,6-dimethylpyrimidine was added thereto and then reacted at 140° C. for 48 hours to prepare 5,6-dimethyl-2-(4-fluorophenylamino)-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine. This product was treated according to the procedure detailed in Example 14 to obtain 485 g of purified 5,6-dimethyl -2-(4-fluorophenylamino)-4-(1-methyl-1,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine hydrochloride.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05990311 |
| Source dataset | uspto-grants-1999_11 |
| ORD ID | ord-6f22e5a94382435795a0287390991668 |
| Source note | uspto-grants-1999_11 |