HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl hydrogen (4-{[4-({2-(diethylcarbamoyl)-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]phenyl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → HCID 86697788, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl hydrogen (4-{[4-({2-(diethylcarbamoyl)-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]phenyl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 86697678 | — |
| Reactant | HCID 86697789 | HCID 86697789 | — |
| Product | HCID 86697788 | HCID 86697788 | 83.1% |
Reaction Steps
Prepared analogously to Compound 3A using diethyl (4-{[4-({6-[5-chloro-1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (Compound 51B, 161 mg, 0.222 mmol) to afford 129 mg of the title compound (83%). 1H NMR (400 MHz, CD3OD) δ 9.05 (br. s., 1H), 8.29-8.35 (m, 2H), 7.81 (d, J=8.8 Hz, 1H), 7.69 (d, J=7.3 Hz, 1H), 7.12 (s, 1H), 6.90 (d, J=8.1 Hz, 1H), 4.35 (t, J=7.1 Hz, 2H), 3.79-3.92 (m, 5H), 3.59-3.65 (m, 2H), 3.03 (s, 1H), 2.95 (s, 4H), 2.09 (quin, J=6.6 Hz, 2H), 1.16 (t, J=6.9 Hz, 3H). MS (ESI): m/z=699.54/701.60 [M+H]+. UPLC: tR=1.21 min (UPLC-TOF: polar—2 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-b1fffb6a90554c139d732da13dae55fe |
| Source note | uspto-grants-2015_09 |