HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate → Diethyl (4-{[4-({6-[1-(3-hydroxypropyl)-5-methyl-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 | Diethyl (4-{[4-({7-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-3-oxo-2,3-dihydro-1H-isoindol-4-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 58292892 | — |
| Reactant | HCID 67819081 | HCID 67819081 | — |
| Product | Diethyl (4-{[4-({6-[1-(3-hydroxypropyl)-5-methyl-1H-pyrazol-4-yl]-2-(methylcarbamoyl)pyridin-3-yl}amino)-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 86697752 | 59% |
Reaction Steps
Prepared analogously to Compound 1B replacing Compound 1C with 3-Amino-6-[1-(3-hydroxypropyl)-5-methyl-1H-pyrazol-4-yl]-N-methylpyridine-2-carboxamide (Compound 35C, 177 mg, 644 μmol) to afford 270 mg of the title compound (59%). 1H NMR (400 MHz, CD3OD) d 8.59-8.68 (m, 1H), 8.30 (s, 1H), 8.03 (s, 1H), 7.76-7.86 (m, 1H), 7.58 (d, J=9.1 Hz, 1H), 7.01 (s, 1H), 6.88 (d, J=8.1 Hz, 1H), 4.26 (t, J=7.1 Hz, 2H), 4.05 (quin, J=7.3 Hz, 4H), 3.88 (s, 3H), 3.53-3.60 (m, 2H), 3.25 (d, J=21.0 Hz, 2H), 2.92-2.98 (m, 3H), 2.63 (s, 3H), 2.04 (t, J=6.7 Hz, 2H), 1.25 (t, J=7.1 Hz, 6H). MS (ESI): m/z=677.21 [M+H]+. UPLC: tR=3.8 min (ZQ3: polar—5 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-4ee144e7d4ae4c3188c28a67f9b714ae |
| Source note | uspto-grants-2015_09 |