HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-[(5-amino-1H-indazol-1-yl)methyl]benzonitrile → (2R)-2-[(4-{[1-(2-cyanobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]-N,N-dimethylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-[(5-amino-1H-indazol-1-yl)methyl]benzonitrile | HCID 68618817 | — |
| Reactant | (2R)-N,N-dimethyl-2-[(4-oxo-3,4-dihydroquinazolin-5-yl)oxy]propanamide | HCID 136346624 | — |
| Product | (2R)-2-[(4-{[1-(2-cyanobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]-N,N-dimethylpropanamide | HCID 16117481 | 81% |
Reaction Steps
Using the same procedure as in Example 18, (2R)—N,N-dimethyl-2-[(4-oxo-3,4-dihydroquinazolin-5-yl)oxy]propanamide (220 mg, 0.84 mmol) and 2-[(5-amino-1H-indazol-1-yl)methyl]benzonitrile (1.1 equivalents) were reacted to give the title compound as a beige foam (334 mg, 81%); NMR spectrum (CDCl3) 1.72 (d, 3H), 3.06 (s, 3H), 3.14 (s, 3H), 5.43 (q, 1H), 5.83 (s, 2H), 6.81 (d, 1H), 7.01 (d, 1H), 7.37 (t, 1H), 7.42-7.47 (m, 3H), 7.60 (t, 1H), 7.70 (d, 1H), 7.86 (d, 1H), 8.10 (s, 1H), 8.47 (s, 1H), 8.62 (s, 1H), 10.92 (br s, 1H); Mass spectrum MH+ 492.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820683B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-174ad06321c0450d86fb2d3f708c438b |
| Source note | uspto-grants-2010_10 |