HuagongsheHuagongshe Chemistry Print Report · For research reference only
(9H-fluoren-9-yl)methyl 2-(5-bromo-2-carbamoylphenylcarbamoyl)pyrrolidine-1-carboxylate → (9H-fluoren-9-yl)methyl 2-(7-bromo-4-oxo-3,4-dihydroquinazolin-2-yl)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (9H-fluoren-9-yl)methyl 2-(5-bromo-2-carbamoylphenylcarbamoyl)pyrrolidine-1-carboxylate | HCID 58574511 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | (9H-fluoren-9-yl)methyl 2-(7-bromo-4-oxo-3,4-dihydroquinazolin-2-yl)pyrrolidine-1-carboxylate | HCID 136038175 | 31.3% |
Reaction Steps
A solution of (9H-fluoren-9-yl)methyl-2-(5-bromo-2-carbamoylphenylcarbamoyl)pyrrolidine-1-carboxylate (0.55 g, 0.94 mmol) in excess SOCl2 was stirred at room temperature. After pouring into ice water, the mixture was adjusted to pH 7.0, extracted with ethyl acetate (3×100 mL) and concentrated to give the crude product. 152 mg of the desired product was obtained by column chromatography. MS (ESI): 516, 518 (MH+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772301B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-61cc443d40fd491b9efc9bcb5bcca43f |
| Source note | uspto-grants-2014_07 |