HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 178454304, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Di-Boc-2-(trifluoromethylsulfonyl)guanidine | HCID 3694570 | — |
| Reactant | 4,5,6,7-Tetrahydropyrazolo[1,5-a]pyrimidin-3-amine sulfate | HCID 135800733 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 178454304 | HCID 178454304 | 89.5% |
Reaction Steps
To a solution of 3-amino-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine sulfuric acid salt (2.96 g) and N-ethyldiisopropylamine (3.88 g) in methylene chloride (70 ml) was added 1,3-bis(tert-butoxycarbonyl)-2-(trifluoromethanesulfonyl)guanidine (3.91 g). The mixture was stirred at room temperature for 150 minutes. There action mixture was washed with saturated aqueous sodium hydrogen carbonate solution. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with 2% methanol/chloroform to give 3-[2,3-bis(tert-butoxycarbonyl)guanidino]-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (3.4 g) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129232B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-22f303c04b084084be1e7bb0a94314b1 |
| Source note | uspto-grants-2006_10 |