HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Methoxybenzyl)-1H-indazol-5-amine → (2R)-2-[(4-{[1-(3-methoxybenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]-N,N-dimethylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Methoxybenzyl)-1H-indazol-5-amine | HCID 53422119 | — |
| Reactant | (2R)-N,N-dimethyl-2-[(4-oxo-3,4-dihydroquinazolin-5-yl)oxy]propanamide | HCID 136346624 | — |
| Product | (2R)-2-[(4-{[1-(3-methoxybenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]-N,N-dimethylpropanamide | HCID 16117352 | 58% |
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 1-(3-methoxybenzyl)-1H-indazol-5-amine (1.1 equivalents) were reacted to give the title compound as a beige foam (242 mg, 58%); NMR spectrum (CDCl3) 1.72 (d, 3H), 3.05 (s, 3H), 3.14 (s, 3H), 3.73 (s, 3H), 5.42 (q, 1H), 5.57 (s, 2H), 6.74 (s, 1H), 6.78-6.81 (m, 3H), 7.20 (t, 1H), 7.36 (d, 1H), 7.46 (d, 1H), 7.59 (t, 1H), 7.80 (d, 1H), 8.06 (s, 1H), 8.40 (s, 1H), 8.61 (s, 1H), 10.85 (br s, 1H); Mass spectrum MH+ 497.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820683B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-07e003086a4a4b739c62337ff1630cb4 |
| Source note | uspto-grants-2010_10 |