HuagongsheHuagongshe Chemistry Print Report · For research reference only
N'-(3-Cyano-6-isopropyl-pyrazin-2-yl)-N,N-dimethyl-formamidine → 4-[4-Benzyloxy-2-(7-isopropyl-pteridin-4-ylamino)-phenylsulfanyl]-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N'-(3-Cyano-6-isopropyl-pyrazin-2-yl)-N,N-dimethyl-formamidine | HCID 66808405 | — |
| Reactant | 4-(2-Amino-4-benzyloxy-phenylsulfanyl)-phenol | HCID 66808597 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 4-[4-Benzyloxy-2-(7-isopropyl-pteridin-4-ylamino)-phenylsulfanyl]-phenol | HCID 60204836 | 53% |
Reaction Steps
A mixture of the product from Example 244C (56.2 mg, 0.259 mmol) and the product from Example 27A in acetic acid (1 mL) was heated under reflux for 2 h. The reaction mixture was cooled to room temperature and evaporated under reduced pressure. The resulting residue was triturated with methanol to provide the title compound (55.5 mg, 53% yield) as a beige solid. 1H NMR (300 MHz, DMSO-D6) δ ppm: 10.37 (s, 1H), 9.65 (s, 1H), 9.03 (s, 1H), 8.80 (s, 1H), 8.31 (s, 1H), 7.38 (d, J=8.09 Hz, 1H), 7.21 (d, J=8.82 Hz, 2H), 7.03 (dd, J=8.09, 1.47 Hz, 1H), 6.68 (d, J=8.82 Hz, 2H), 3.35-3.46 (m, 1H), 2.37 (s, 3H), 1.38 (d, J=6.62 Hz, 6H). MS (ESI+) m/z 404.2 (M+H)+ (ESI−) m/z 402.3 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915411B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-de0d17cf992e46c5b7b188a0826ac2a5 |
| Source note | uspto-grants-2011_03 |