HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 6-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methylquinazolin-4(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 6-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methyl-4H-3,1-benzoxazin-4-one | HCID 66653052 | — |
| Product | 6-[(1-Methoxy-2-methylindolizin-3-yl)carbonyl]-2-methylquinazolin-4(3H)-one | HCID 136199438 | — |
Reaction Steps
0.100 g (0.29 mmol) of 6-[(1-methoxy-2-methylindolizin-3-yl)carbonyl]-2-methyl-4H-3,1-benzoxazin-4-one in 2 ml of a 20% aqueous ammonia solution are heated for 2 hours at 50° C. and then hydrolysed with 3 ml of 10% aqueous sodium hydroxide solution and brought to 50° C. for 2 hours. The reaction medium is acidified with a 1N aqueous solution of hydrochloric acid, to pH=9. The precipitate obtained is filtered off, rinsed with water and then dried under reduced pressure at 40° C. overnight. The solid obtained is purified by silica gel column chromatography, elution being carried out with a dichloromethane/methanol (90/10) mixture. 67 mg of a yellow solid are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08859544B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-fd036793773e428db14a80723e220839 |
| Source note | uspto-grants-2014_10 |