HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Hydroxy-gamma-butyrolactone, (2S)- → (2S)-2,4-Dihydroxy-N-((2R)-2-{[4-({3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino)quinazolin-5-yl]oxy}propyl)butanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Hydroxy-gamma-butyrolactone, (2S)- | HCID 357853 | — |
| Reactant | 5-[(1R)-2-amino-1-methylethoxy]-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine | HCID 69058603 | — |
| Product | (2S)-2,4-Dihydroxy-N-((2R)-2-{[4-({3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}amino)quinazolin-5-yl]oxy}propyl)butanamide | HCID 57974365 | 53% |
Reaction Steps
The procedure described in Example 63 was repeated using 5-[(1R)-2-amino-1-methylethoxy]-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine and (S)-α-hydroxybutyrolactone to give the title compound in 53% yield as a solid; NMR Spectrum: (CDCl3) 1.55 (d, 3H), 1.79 (m, 1H), 2.05 (m, 1H), 2.26 (s, 3H), 2.49 (s, 3H), 3.90-3.65 (m, 4H), 4.21 (dd, 1H), 4.94 (m, 1H), 6.96 (m, 2H), 7.11 (d, 1H), 7.23 (dd, 1H), 7.39 (d, 1H), 7.43 (m, 1H), 7.60-7.52 (m, 2H), 7.69 (s, 1H), 8.00 (s, 1H), 8.55 (s, 1H); Mass spectrum: MH+ 518.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625908B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-66cb157fd295429eb142ef55659bb7d0 |
| Source note | uspto-grants-2009_12 |