HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl hydrogen (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → Ethyl hydrogen (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl hydrogen (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 86697762 | — |
| Reactant | Diethyl (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate | HCID 86697807 | — |
| Product | Ethyl hydrogen (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate | HCID 86697806 | — |
Reaction Steps
Prepared analogously to Compound 38C replacing Compound 38B with diethyl (4-{[4-{[6-bromo-2-(methylcarbamoyl)pyridin-3-yl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-2-chloro-5-methoxybenzyl)phosphonate (Compound 56C). 1H NMR (400 MHz, DMSO-d6) δ=12.39 (br. s., 1H), 9.18 (br. s., 1H), 8.91-8.99 (m, 1H), 8.49 (s, 1H), 7.71 (d, J=9.1 Hz, 1H), 7.64 (br. s., 1H), 7.16 (d, J=2.0 Hz, 1H), 3.95 (quin, J=7.3 Hz, 2H), 3.77 (s, 3H), 3.22-3.27 (m, 2H), 2.81 (d, J=5.1 Hz, 3H), 1.18 (t, J=6.9 Hz, 3H). MS (ESI): m/z 653.02/655.02 [M+H]+. UPLC: tR=0.89 min (polar—2 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d9f827f5c3744b91a2de672986e4819d |
| Source note | uspto-grants-2015_09 |