HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-butyl 5-((2-chloro-5-cyanopyrimidin-4-yl)amino)hexahvdrocyclopenta[c]pyrrole-2(1H)-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2,4-Dichloro-5-cyanopyrimidine | HCID 14026907 | — |
| Reactant | Tert-butyl 5-amino-octahydrocyclopenta[c]pyrrole-2-carboxylate | HCID 59011518 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | tert-butyl 5-((2-chloro-5-cyanopyrimidin-4-yl)amino)hexahvdrocyclopenta[c]pyrrole-2(1H)-carboxylate | HCID 118390007 | 26.5% |
Reaction Steps
To a solution of 2,4-dichloropyrimidine-5-carbonitrile (600 mg, 3.4485 mmol) and tert-butyl 5-aminohexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate (936.8 mg, 4.139 mmol) in ethanol (50 mL) was added N,N-diethylethanamine (698.5 mg, 6.903 mmol). The mixture was stirred at rt for 3 h. Then it was concentrated under vacuo, and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v)=5/1) to give the title product as yellow oil (332.5 mg, 26.50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09403801B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-0f5d7aa9dba04c0f85f6000e4dc665bd |
| Source note | uspto-grants-2016_08 |