HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-amino-3-methylquinolin-4(1H)-one → Diethyl [4-({4-[(3-methyl-4-oxo-1,4-dihydroquinolin-5-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)benzyl]phosphonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-amino-3-methylquinolin-4(1H)-one | HCID 67254065 | — |
| Reactant | Diethyl (4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate | HCID 86654003 | — |
| Product | Diethyl [4-({4-[(3-methyl-4-oxo-1,4-dihydroquinolin-5-yl)amino]-5-(trifluoromethyl)pyrimidin-2-yl}amino)benzyl]phosphonate | HCID 58293056 | — |
Reaction Steps
The title compound was prepared according to the procedure for Example 102 using diethyl(4-{[4-chloro-5-(trifluoromethyl)pyrimidin-2-yl]amino}benzyl)phosphonate and 5-amino-3-methylquinolin-4(1H)-one (Compound 203A). 1H NMR (DMSO-d6, 400 MHz): δ=1.18 (t, J=7.07 Hz, 6H), 2.00 (s, 3H), 3.15-3.25 (m, 2H), 3.96 (qd, J=7.37, 7.20 Hz, 4H), 7.16 (d, J=7.83 Hz, 1H), 7.24 (dd, J=8.59, 2.27 Hz, 2H), 7.51 (t, J=7.96 Hz, 1H), 7.61 (d, J=6.82 Hz, 2H), 7.97 (d, J=5.81 Hz, 1H), 8.45 (s, 1H), 8.71 (br. s., 1H), 9.84 (s, 1H), 12.01 (d, J=6.06 Hz, 1H), 14.42 (br. s., 1H). MS (ES+): m/z 562.13 [MH+] (TOF, polar).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399433B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-beaeeb8cbf5443019130c805cf463dc0 |
| Source note | uspto-grants-2013_03 |