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 86697721, 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 86697722 | HCID 86697722 | — |
| Product | HCID 86697721 | HCID 86697721 | 90.3% |
Reaction Steps
Prepared analogously to Compound 3A using diethyl (3-fluoro-4-{[4-({6-[1-(4-hydroxybutyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate (Compound 23B, 133 mg, 191 μmol) to afford 115 mg of the title compound (90%). 1H NMR (400 MHz, CD3OD) δ=8.98-9.08 (m, 1H), 8.56 (s, 1H), 8.32 (s, 1H), 8.23 (s, 1H), 7.71 (d, J=8.8 Hz, 1H), 7.51 (t, J=7.8 Hz, 1H), 7.26 (d, J=11.9 Hz, 1H), 7.18 (d, J=8.1 Hz, 1H), 4.24 (t, J=7.1 Hz, 2H), 3.88 (quin, J=7.0 Hz, 2H), 3.60 (t, J=6.4 Hz, 2H), 3.01-3.10 (m, 2H), 2.96-3.00 (m, 3H), 1.93-2.03 (m, 2H), 1.50-2.06 (m, 2H), 1.14 (t, J=7.07 Hz, 3H). MS (ESI): m/z=667.69 [M+H]+. UPLC: tR=1.13 min (UPLC-SQD: analytical—2 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-c2f4961ce9f8411c92e11556f828b4af |
| Source note | uspto-grants-2015_09 |