HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 68700570, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloropyrimidine | HCID 74404 | — |
| Reactant | 8-Boc-3,8-diaza-bicyclo(3.2.1)octane | HCID 15740908 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68700570 | HCID 68700570 | 71.7% |
Reaction Steps
A solution of 3,8-diaza-bicyclo[3,2,1]octane-8-carboxyli acid tert-butyl ester (50 mg, 0.24 mmol), 2-chloropyrimidine (27 mg, 0.24 mmol), triethylamine (0.1 ml, 0.72 mmol) and THF (2.5 ml) was heated at 180° C. for 10 minutes. The solution was concentrated to afford a solid residue that was dissolved in dichloromethane, which was washed sequentially with sat. aq. sodium bicarbonate and brine, dried (Na2SO4), filtered, and concentrated to afford 50 mg (71%) of the product as a brown solid: 1H NMR (400 MHz, CDCl3): δ 8.30 (d, J=12.0 Hz, 2H), 6.52 (t, J=12.0 Hz, 1H), 4.38-4.29 (m, 4H), 3.13 (sb, 2H), 2.42 (m, 2H), 1.69 (q, J=18.0 Hz, 2H), 1.49 (s, 9H); MS (M+1)=291.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772291B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c2e268340fab41d79f84456309e7be59 |
| Source note | uspto-grants-2014_07 |