HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(6-Amino-3,4-dihydroisoquinolin-2(1H)-yl)acetamide → 2-{6-[7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-3,4-dihydro-1H-isoquinolin-2-yl}-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(6-Amino-3,4-dihydroisoquinolin-2(1H)-yl)acetamide | HCID 57416065 | — |
| Reactant | HCID 178488500 | HCID 178488500 | — |
| Product | 2-{6-[7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ylamino]-3,4-dihydro-1H-isoquinolin-2-yl}-acetamide | HCID 66712254 | — |
Reaction Steps
7-(6-Methoxy-pyridin-3-yl)-pyrrolo[2,1-f][1,2,4]triazin-2-ol (0.0609 g, 0.251 mmol) and 2-(6-Amino-3,4-dihydro-1H-isoquinolin-2-yl)-acetamide (0.064 g, 0.31) were reacted in an analogous manner to Example 908D at 50° C. for 16 h. The reaction mixture was concentrated and purified by Gilson RP-HPLC. HPLC rt=2.083 min, purity=91%. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 10.23 (bs, 1H), 9.63 (s, 1H), 9.10 (s, 1H), 9.01 (s, 1H), 8.44 (dd, J=8.9 Hz, 2.2 Hz, 1H), 7.96 (s, 1H), 7.91 (s, 1H), 7.75 (s, 1H), 7.40 (d, J=8.9 Hz, 1H), 7.21 (d, J=4.4 Hz, 1H), 7.13 (d, J=8.9 Hz, 1H), 7.04 (d, J=8.6 Hz, 1H), 6.98 (d, J=4.5 Hz, 1H), 4.50 (m, 1H), 4.33 (m, 1H), 4.05 (m, 2H), 3.95 (s, 3H), 3.70 (m, 1H), 3.43 (m, 1H), 3.23 (m, 1H), 3.08 (m, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08471005B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-537bf16cdfe04623a2b195da9503698c |
| Source note | uspto-grants-2013_06 |