HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 86730064, compound → HCID 86730065, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 86730064 | HCID 86730064 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86730065 | HCID 86730065 | — |
Reaction Steps
A solution of crude ethyl {[2-(cyclopentylamino)pyridin-3-yl]amino}(oxo)acetate (C6) (from the previous step, 2 g) in toluene (100 mL) was stirred at reflux for 18 hours. The reaction mixture was concentrated in vacuo and the residue was purified using silica gel chromatography (Gradient: 9% to 50% ethyl acetate in petroleum ether) to provide the product as a brown solid. Yield: 0.70 g, 2.7 mmol, 27% over 2 steps. 1H NMR (400 MHz, CD3OD) δ 8.53 (dd, J=4.6, 1.4 Hz, 1H), 8.14 (dd, J=8.2, 1.4 Hz, 1H), 7.40 (dd, J=8.2, 4.7 Hz, 1H), 5.79-5.89 (m, 1H), 4.51 (q, J=7.1 Hz, 2H), 2.48-2.61 (m, 2H), 2.07-2.20 (m, 4H), 1.70-1.83 (m, 2H), 1.46 (t, J=7.2 Hz, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09120788B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-5ccb45afd92d4f878fa0964040c5ae0c |
| Source note | uspto-grants-2015_09 |