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-fluoro-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
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 | 7-amino-5-fluoro-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-2,3-dihydro-1H-isoindol-1-one | HCID 67811520 | — |
| Product | diethyl (4-{[4-({6-fluoro-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 86697744 | — |
Reaction Steps
This compound was prepared analogously to Compound 1B replacing Compound 1C with 7-amino-5-fluoro-4-[1-(3-hydroxypropyl)-1H-pyrazol-4-yl]-2-methyl-2,3-dihydro-1H-isoindol-1-one (Compound 31C). 1H NMR (CD3OD, 400 MHz): δ 8.39 (d, J=13.9 Hz, 1H), 8.30 (s, 1H), 8.00 (s, 1H), 7.85 (d, J=7.3 Hz, 1H), 7.82 (d, J=1.3 Hz, 1H), 7.05 (s, 1H), 6.95 (d, J=8.3 Hz, 1H), 4.51 (s, 2H), 4.33 (t, J=6.9 Hz, 2H), 4.08 (quin, J=7.3 Hz, 4H), 3.91 (s, 3H), 3.58 (t, J=6.1 Hz, 2H), 3.28 (d, J=21 Hz, 2H, obscured), 3.12 (s, 3H), 2.10 (quin, J=6.5 Hz, 2H), 1.28 (t, J=7.1 Hz, 6H). MS (ESI): m/z=722.23 [M+H]+. UPLC: tR=1.43 min (UPLC-TOF: polar—3 min).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09133224B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-cd84ed3e9a6c4b3399806d636bbe702e |
| Source note | uspto-grants-2015_09 |