HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine → (S)-2-(4-(1-(3-fluorobenzyl)-1H-indazol-5-ylamino)quinazolin-5-yloxy)-N,N-dimethylpropanamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine | HCID 674 | — |
| Reactant | methyl (2S)-2-[(4-{[1-(3-fluorobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]propanoate | HCID 86627836 | — |
| Product | (S)-2-(4-(1-(3-fluorobenzyl)-1H-indazol-5-ylamino)quinazolin-5-yloxy)-N,N-dimethylpropanamide | HCID 16117483 | 56% |
Reaction Steps
A solution of methyl (2S)-2-[(4-{[1-(3-fluorobenzyl)-1H-indazol-5-yl]amino}quinazolin-5-yl)oxy]propanoate (200 mg, 0.42 mmol) in 6N methanolic dimethylamine (10 ml) was stirred for 18 hours. After evaporation of the solvents, the residue was purified by chromatography on silica gel (eluant: 2% methanol in dichloromethane) to give the title compound as a beige solid (115 mg, 56%); NMR Spectrum 1.59 (d, 3H), 2.94 (s, 3H), 3.15 (s, 3H), 5.71 (s, 2H), 5.86 (q, 1H), 7.07 (m, 3H), 7.30 (d, 1H), 7.36 (m, 2H), 7.74 (m, 2H), 7.84 (m, 1H), 8.17 (s, 1H), 8.51 (s, 1H), 8.55 (s, 1H); Mass spectrum 485.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07820683B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-6433feb8c3ed49508e753a17ee60815b |
| Source note | uspto-grants-2010_10 |