HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl ester → HCID 67249607, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Quinolinecarboxylic acid, 4-chloro-8-methoxy-, ethyl ester | HCID 304557 | — |
| Reactant | tert-butyl (3S)-3-aminopyrrolidine-1-carboxylate | HCID 854071 | — |
| Product | HCID 67249607 | HCID 67249607 | — |
Reaction Steps
4-Chloro-8-methoxy-quinoline-3-carboxylic acid ethyl ester (266 mg, 1.0 mmol) was treated with (S)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester following general procedure B to afford 4-((S)-1-tert-butoxycarbonyl-pyrrolidin-3-ylamino)-8-methoxy-quinoline-3-carboxylic acid ethyl ester (345 mg). Thus obtained amino-ester (208 mg, 0.5 mmol) was subjected to reaction with 1-chloro-3-isocyanato-benzene according to general procedure C to furnish 3-[(S)-3-(3-chloro-phenyl)-7-methoxy-2,4-dioxo-3,4-dihydro-2H-pyrimido[5,4-c]quinolin-1-yl]-pyrrolidine-1-carboxylic acid tert-butyl ester (177 mg). LCMS: m/z 523 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163022B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-282882caad99466caa2c1bd2cd14ec3b |
| Source note | uspto-grants-2015_10 |