Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | HCID 44227707 | HCID 44227707 | — |
| Product | HCID 44227708 | HCID 44227708 | 90% |
Reaction Steps
A suspension of 6-((5-chloro-3H-[1,2,3]triazolo[4,5-d]pyrimidin-3-yl)methyl)quinoline (134 mg, 0.453 mmol) in NH3 saturated EtOH (3 mL) was heated at 120° C. in a sealed pressure tube for 2.5 h. After cooling to room temperature, EtOH (20 mL) was added to the reaction mixture. The precipitate was collected by filtration and dried to afford the desired product (112 mg, 90%). 1H NMR (300 MHz, DMSO-d6) δ 5.87 (s, 2H), 7.39 (br s, 2H), 7.51-8.04 (m, 4H), 8.34 (m, 1H), 8.89 (m, 1H), 9.21 (s, 1H); LCMS (APCI) m/z 278.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08598184B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-1fafefe7cf54465198e1a42125b23832 |
|---|
| Source note | uspto-grants-2013_12 |
|---|