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 → Ethyl hydrogen (4-{[4-({6-[1-(3-hydroxy-2-methylpropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate
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 86697712 | HCID 86697712 | — |
| Product | Ethyl hydrogen (4-{[4-({6-[1-(3-hydroxy-2-methylpropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 86697711 | — |
Reaction Steps
Prepared analogously to Compound 3A using diethyl (4-{[4-({6-[1-(3-hydroxy-2-methylpropyl)-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate (Compound 18B): 1H NMR (CD3OD, 400 MHz): δ=9.02 (br. s., 1H), 8.52 (s, 1H), 8.32 (s, 1H), 8.25 (s, 1H), 7.75 (d, J=8.8 Hz, 1H), 7.64 (br. s., 1H), 7.12 (s, 1H), 6.98-6.92 (m, 1H), 4.29 (dd, J=6.7, 13.5 Hz, 1H), 4.08 (dd, J=7.1, 13.6 Hz, 1H), 3.92-3.83 (m, 5H), 3.48 (d, J=5.8 Hz, 2H), 3.03 (d, J=21.0 Hz, 2H), 2.99 (s, 3H), 2.33-2.23 (m, 1H), 1.15 (t, J=7.1 Hz, 3H), 0.95 (d, J=7.1 Hz, 3H). MS (ESI): m/z=679.75 [M+H]+. UPLC: tR=1.16 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-035d4eb9e12048c7bd24879db68324c4 |
| Source note | uspto-grants-2015_09 |