HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → {2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylsilane | HCID 12052 | — |
| Reactant | {2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid tert-butyl ester | HCID 68593254 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid | HCID 68588311 | — |
Reaction Steps
A stirred solution of {2,4-dioxo-3-[4-(phenethylcarbamoyl-methyl)-phenyl]-3,4-dihydro-2H-quinazolin-1-yl}-acetic acid tert-butyl ester (Intermediate E) (470 mg, 0.916 mmol) and triethylsilane (0.37 ml, 2.9 mmol) in dry DCM (2.5 ml) under argon is treated dropwise with TFA (2.5 ml). After 18 hours, the reaction mixture is evaporated in vacuo and the residue is triturated with MeOH resulting in a white solid. The solid is filtered and dried under vacuum to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633211B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-eb69a9541bbd42c2bf6e3c131ef8819d |
| Source note | uspto-grants-2014_01 |