HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Fluoro-N-(2-morpholino-1-phenylethyl)nicotinamide → 2-(4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-N-(4-fluorobenzyl)nicotinamide, hydrochloride salt
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Fluoro-N-(2-morpholino-1-phenylethyl)nicotinamide | HCID 57721330 | — |
| Reactant | 2-(4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-N-o-tolylnicotinamide, dihydrochloride salt | HCID 131727483 | — |
| Product | 2-(4-(1H-Pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-N-(4-fluorobenzyl)nicotinamide, hydrochloride salt | HCID 16223216 | 13% |
Reaction Steps
2-Fluoro-N-(2-morpholino-1-phenylethyl)nicotinamide (0.096 g, 0.29 mmol) was converted to the title compound (0.022 g, 13%) in a manner similar to the preparation of 2-(4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)-3-fluorophenylamino)-N-o-tolylnicotinamide (Step B of Example 8). 1H NMR (DMSO-d6) δ 12.53 (s, 1H), 10.93-11.05 (m, 2H), 9.73 (d, 1H, J=7.8 Hz), 8.59 (dd, 1H, J=7.9, 1.3 Hz), 8.35 (dd, 1H, J=4.7, 1.4 Hz), 8.20 (d, 1H, J=6.2 Hz), 8.06-8.15 (m, 1H), 7.45-7.55 (m, 3H), 7.23-7.40 (m, 4H), 6.90-6.99 (m, 1H), 6.60 (d, 1H, J=6.2 Hz), 6.38-6.45 (m, 1H), 5.53-5.64 (m, 1H), 3.10-4.00 (m, 10H); HRMS(ESI+), 553.2363 (M+H)+ calc, 553.2368 (M+H)+ found.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07547782B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-d97bb2889b5f468080b079d2b3c22145 |
| Source note | uspto-grants-2009_06 |