HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-{(1R)-2-[Allyl(methyl)amino]-1-methylethoxy}-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]quinazolin-4-amine → N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[(1R)-1-methyl-2-(methylamino)ethoxy]quinazolin-4-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-{(1R)-2-[Allyl(methyl)amino]-1-methylethoxy}-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]quinazolin-4-amine | HCID 11352309 | — |
| Catalyst | Chlorotris(triphenylphosphine)rhodium(I) | HCID 84599 | — |
| Solvent | Acetonitrile--water (1/1) | HCID 18373917 | — |
| Product | N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[(1R)-1-methyl-2-(methylamino)ethoxy]quinazolin-4-amine | HCID 69055531 | 15% |
Reaction Steps
5-{(1R)-2-[allyl(methyl)amino]-1-methylethoxy}-N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]quinazolin-4-amine was heated in acetonitrile/water in the presence of chlorotris(triphenylphosphine)rhodium (I) using an analogous procedure to that described below in Example 4-11 (preparation of starting materials) to give N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[(1R)-1-methyl-2-(methylamino)ethoxy]quinazolin-4-amine in 15% yield; Mass spectrum M+ 450.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625908B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-c8ac7c3305e34ac78873593ee13c5644 |
| Source note | uspto-grants-2009_12 |