HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(1,2,3-Thiadiazol-4-yl)aniline → [7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-[1,2,3]thiadiazol-4-yl-phenyl)-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(1,2,3-Thiadiazol-4-yl)aniline | HCID 2739170 | — |
| Reactant | Trifluoro-methanesulfonic acid 7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester | HCID 86661684 | — |
| Product | [7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl]-(4-[1,2,3]thiadiazol-4-yl-phenyl)-amine | HCID 66711571 | 24% |
Reaction Steps
Trifluoro-methanesulfonic acid 7-(6-methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-yl ester (0.138 g, 0.369 mmol and 4-[1,2,3]Thiadiazol-4-yl-phenylamine (0.0817 g, 0.461 mmol) were reacted in an analogous manner to Example 908D at 50° overnight. The reaction mixture was filtered and the resulting solid was washed with acetone to give the title compound as a pale yellow solid (36 mg, 24%). HPLC rt=3.347, purity=99%. LCMS=401.9 (M+H). 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 9.81 (s, 1H), 9.52 (s, 1H), 9.04 (s, 1H), 8.93 (d, J=2.0 Hz, 1H), 8.54 (dd, J=8.7 Hz, 2.3 Hz, 1H), 8.08 (d, J=7.9 Hz, 2H), 7.91 (d, J=8.6 Hz, 2H), 7.21 (d, J=4.4 Hz, 1H), 7.08 (d, J=8.7 Hz, 1H), 7.00 (d, J=4.3 Hz, 1H), 3.96 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08471005B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-be0385b0993c42199a5841f7ee61cdc4 |
| Source note | uspto-grants-2013_06 |