HuagongsheHuagongshe Chemistry Print Report · For research reference only
methyl N-{[3'-(aminomethyl)biphenyl-4-yl]sulfonyl}valinate → methyl N-{[3'-({[(4-oxo-3,4-dihydroquinazolin-2-yl)carbonyl]amino}methyl)biphenyl-4-yl]sulfonyl}valinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | methyl N-{[3'-(aminomethyl)biphenyl-4-yl]sulfonyl}valinate | HCID 66769176 | — |
| Reactant | Ethyl 4-oxo-3,4-dihydroquinazoline-2-carboxylate | HCID 135437466 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | methyl N-{[3'-({[(4-oxo-3,4-dihydroquinazolin-2-yl)carbonyl]amino}methyl)biphenyl-4-yl]sulfonyl}valinate | HCID 136380956 | 86% |
Reaction Steps
A suspension of methyl N-{[3′-(aminomethyl)biphenyl-4-yl]sulfonyl}valinate obtained in Reference Example 94 (0.300 g, 0.797 mmol) and ethyl 4-oxo-3,4-dihydro-2-quinazolinecarboxylate obtained according to the methods described in Journal of Organic Chemistry (1978), 43(23), 4485-7 and the like (0.145 g, 0.664 mmol) in EtOH (9 mL) was stirred at 90° C. for 5 hr. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate, washed with 0.1N hydrochloric acid and saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound as a colorless oil (0.375 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915267B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-20fd0b7cbf434761998286b24d3a289d |
| Source note | uspto-grants-2011_03 |