HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(2-Hydroxyethyl)piperazine → Methyl Hydroxyethyl Piperazinyl Methyl Pyrimidinylamino Thiazolecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(2-Hydroxyethyl)piperazine | HCID 7677 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methyl 2-(6-bromo-2-methylpyrimidin-4-ylamino)thiazole-5-formate | HCID 49821806 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | Methyl Hydroxyethyl Piperazinyl Methyl Pyrimidinylamino Thiazolecarboxylate | HCID 49821888 | 83.8% |
Reaction Steps
1-(2-hydroxyethyl)piperazine (Compound 3) (65 g, 0.5 mol), methyl 2-(6-bromo-2-methylpyrimidin-4-ylamino)thiazole-5-formate (Compound 11) (32.9 g, 0.1 mol), n-butanol (280 mL) and DIPEA (28.3 g, 0.2 mol) were mixed in reaction flask and reacted by refluxing for 8 h. Cooled down to room temperature and crystals precipitated overnight. After air pump filtration the cake was rinsed by n-butanol and dried to give target Compound 6 (31.7 g, yield: 83.8%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108954B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-551643eec42c4952b18867e46e3c7ce9 |
| Source note | uspto-grants-2015_08 |