HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-amino-6-fluoro-N-methylbenzamide → Diethyl (4-{[4-{[3-fluoro-2-(methylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-amino-6-fluoro-N-methylbenzamide | HCID 20806794 | — |
| Reactant | Diethyl (4-{[4-{[4-fluoro-2-(methylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 49822431 | — |
| Reactant | Diethyl (4-{[4-chloro-5-(trifluoromethyl) pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 86654002 | — |
| Product | Diethyl (4-{[4-{[3-fluoro-2-(methylcarbamoyl)phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate | HCID 58292932 | — |
Reaction Steps
The title compound was prepared according to the procedure from Example 102 (Diethyl (4-{[4-{[4-fluoro-2-(methylcarbamoyl)-phenyl]amino}-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate) using diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}-3-methoxybenzyl)phosphonate and 2-amino-6-fluoro-N-methylbenzamide (Compound 155A). 1H NMR (DMSO-d6, 400 MHz): δ=1.19 (t, J=7.07 Hz, 6 H), 2.76 (d, J=4.80 Hz, 3 H), 3.19-3.27 (m, 2 H), 3.76 (s, 3 H), 3.93-4.02 (m, 4 H), 6.78-6.83 (m, 1 H), 6.97-7.03 (m, 2 H), 7.38 (d, J=7.07 Hz, 1 H), 7.49 (d, J=6.82 Hz, 1 H), 8.00 (br. s., 1 H), 8.38 (s, 1 H), 8.62 (d, J=3.79 Hz, 1 H), 8.80 (br. s., 1 H), 9.78 (s, 1 H). MS (ES+): m/z 586.14 [MH+] (TOF, polar).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096624B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-e5274300186e4f558b6b3bebb3f19691 |
| Source note | uspto-grants-2015_08 |