HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Amino-6-fluoro-1,2,3,4-tetrahydroquinolin-2-one → 6-Fluoro-7-[7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-3,4-dihydro-1H-quinolin-2-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Amino-6-fluoro-1,2,3,4-tetrahydroquinolin-2-one | HCID 12040822 | — |
| Reactant | Trifluoro-methanesulfonic acid 7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester | HCID 86661684 | — |
| Product | 6-Fluoro-7-[7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-3,4-dihydro-1H-quinolin-2-one | HCID 66712399 | — |
Reaction Steps
Trifluoro-methanesulfonic acid 7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester (0.080 g, 0.21 mmol) and 7-Amino-6-fluoro-3,4-dihydro-1H-quinolin-2-one were reacted in an analogous manner to Example 908D at 50° C. for 32 h. Upon completion, the product was triturated and washed with acetone. LC/MS: 404.9 (M+H); HPLC: 2.770 minutes, 99% purity. MP: 295° C. 1H NMR (400 MHz, CDCl3, δ, ppm): 8.91 (s, 1H), 8.65 (s, 1H), 8.34 (d, J=9.9 Hz, 1H), 7.48-7.42 (m, 2H), 7.10-7.05 (m, 2H), 6.94-6.90 (m, 2H), 4.05 (s, 3H), 3.06 (t, 2H), 2.71 (t, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08471005B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-cfbfb1c0af4d43fb90307bc4a0bc58a9 |
| Source note | uspto-grants-2013_06 |