Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Diethyl (2-{[4-(3-chloro-4-fluoroanilino)-7-{[(3S)-oxolan-3-yl]oxy}quinazolin-6-yl]amino}-2-oxoethyl)phosphonate | HCID 15606393 | — |
| Reactant | Dimethylaminoacetaldehyde hydrogen sulphite | HCID 86636908 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | Afatinib | HCID 10184653 | — |
Reaction Steps
10 g of diethyl {[4-(3-chloro-4-fluoro-phenylamino)-7-((S)-tetrahydrofuran-3-yloxy)-quinazolin-6-ylcarbamoyl]-methyl}-phosphonate and 0.8 g lithium chloride are suspended in 60 ml of ethanol and cooled to −5° C. 11 g of 45% potassium hydroxide solution is added dropwise first of all and then 4.8 g dimethylaminoacetaldehyde-hydrogen sulphite adduct in 48 ml of water is added. The reaction solution is stirred for 1 h and then 60 ml of water are added. The suspension is suction filtered, washed with 40 ml of water and dried in vacuo at 45° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08067593B2 |
|---|
| Source dataset | uspto-grants-2011_11 |
|---|
| ORD ID | ord-6e7a39830cc3472fac8ad7ce3ccd4685 |
|---|
| Source note | uspto-grants-2011_11 |
|---|
