HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-fluoro-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine → 5-{(1S)-2-[allyl(methyl)amino]-1-methylethoxy}-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-fluoro-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine | HCID 69024197 | — |
| Reactant | (2S)-1-[allyl(methyl)amino]propan-2-ol | HCID 86615688 | — |
| Product | 5-{(1S)-2-[allyl(methyl)amino]-1-methylethoxy}-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine | HCID 69053940 | 92% |
Reaction Steps
The procedure described in Example 103, preparation of starting materials, was repeated using (2S)-1-[allyl(methyl)amino]propan-2-ol (obtained as described for the R-antipode in Example 2.3, preparation of starting materials) and 5-fluoro-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine (obtained as described in Example 103, preparation of starting materials) to give 5-{(1S)-2-[allyl(methyl)amino]-1-methylethoxy}-N-{3-methyl-4-[(6-methylpyridin-3-yl)oxy]phenyl}quinazolin-4-amine in 92% yield as a gum; Mass spectrum: MH+ 470.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625908B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-1117bcd657a04c1bb9fe8d20c4c7c069 |
| Source note | uspto-grants-2009_12 |