HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanolamine → (2R)-2-[(4-{[1-(3-fluorobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]-N-(2-hydroxyethyl)propanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | methyl (2R)-2-[(4-{[1-(3-fluorobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]propanoate | HCID 86627837 | — |
| Product | (2R)-2-[(4-{[1-(3-fluorobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]-N-(2-hydroxyethyl)propanamide | HCID 16118037 | 80.9% |
Reaction Steps
Using the same procedure as in Example 26, methyl (2R)-2-[(4-{[1-(3-fluorobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]propanoate (200 mg, 0.42 mmol) was reacted with ethanolamine (0.15 mL, 2.5 mmol) to give the title compound as a white solid (170 mg, 80%); NMR Spectrum 1.65 (d, 3H), 3.22 (q, 2H), 3.41-3.45 (m, 2H), 4.75 (t, 1H), 5.22 (q, 1H), 5.70 (s, 2H), 7.01-7.12 (m, 4H), 7.36 (dd, 2H), 7.72-7.76 (m, 3H), 8.17 (s, 1H), 8.47 (m, 1H), 8.53 (s, 1H), 8.56 (s, 1H), 10.73 (br s, 1H); Mass spectrum MH+ 501.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820683B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-24ab2ab6a2fd4f159a8b31a2d3cca6b0 |
| Source note | uspto-grants-2010_10 |