HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Amino-2-methylphenol → N-(4-Cyanomethyl-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Amino-2-methylphenol | HCID 17818 | — |
| Reactant | 4-Aminophenylacetonitrile | HCID 77000 | — |
| Reactant | 3-(7-Isopropyl-pyrido[2,3-d]pyrimidin-4-ylamino)-4-(4-methoxy-phenylsulfanyl)-benzoyl chloride | HCID 86615550 | — |
| Reactant | 4-(4-Methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzoyl chloride | HCID 86615561 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-(4-Cyanomethyl-phenyl)-4-(4-methoxy-phenylsulfanyl)-3-(pyrido[2,3-d]pyrimidin-4-ylamino)-benzamide | HCID 67041030 | — |
Reaction Steps
The product from Example 260B was reacted with 4-aminobenzyl cyanide according to the procedure from Example 137C substituting 4-aminobenzyl cyanide for 5-amino-o-cresol and substituting the product from Example 260B for the product from Example 137B to provide the title compound as an off white solid after trituration of the reaction product from methanol (54.7 mg, 64%). 1H NMR (300 MHz, DMSO-D6) δ ppm: 10.60 (s, 1 H), 10.26 (s, 1 H), 9.09 (s, 1 H), 8.95 (s, 1 H), 8.65 (s, 1 H), 7.98 (s, 1 H), 7.64-7.89 (m, J=8.46 Hz, 4 H), 7.36-7.47 (m, 2 H), 7.31 (d, J=8.82 Hz, 2 H), 6.91-7.07 (m, 3 H), 3.99 (s, 2 H), 3.78 (s, 3 H); MS (ESI+) m/z 519.4 (M+H)+, (ESI−) m/z 517.1 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07910595B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-34db6f6603ff4febb6a161752c9320a1 |
| Source note | uspto-grants-2011_03 |