HuagongsheHuagongshe Chemistry Print Report · For research reference only
Formamide → Quinazoline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Formamide | HCID 713 | — |
| Reactant | Sodium Dithionite | HCID 24489 | — |
| Reactant | 4-(3-Chloropropyl)morpholine | HCID 95834 | — |
| Reactant | Gefitinib | HCID 123631 | — |
| Reactant | 3-Hydroxy-4-methoxybenzonitrile | HCID 4912822 | — |
| Product | Quinazoline | HCID 9210 | — |
Reaction Steps
WO 2004/024703 discloses a process for the preparation of gefitinib starting from 3-hydroxy-4-methoxy benzonitrile which involves condensation of 3-hydroxy-4-methoxy benzonitrile with morpholino propyl chloride, nitration, reduction with sodium dithionite to amino compound, hydrolysis of nitrile to amide, cyclisation in the presence of formamide to obtain quinazoline, chlorination with phosphorous oxychloride and finally condensation with chloro-fluoro aniline to obtain gefitinib. The process involves multiple steps and hence is time consuming.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08350029B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-03eb032aa21040a8a01c2c7707c6ff57 |
| Source note | uspto-grants-2013_01 |