HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carboxylic acid ethyl ester | HCID 68599442 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carboxylic acid | HCID 68599277 | — |
Reaction Steps
To a solution of 2.5 g 4-[2-((S)-2-Cyclobutylcarbamoyl-pyrrolidin-1-yl)-2-oxo-ethoxy]-7-methyl-quinoline-2-carboxylic acid ethyl ester in 20 ml of THF, 5.7 ml of a 1M aqueous sodium hydroxide solution was added and stirred for 16 h at RT. The reaction mixture was acidified with 1M hydrochloric acid to pH 3 and the solvents were evaporated under reduced pressure. The residue was dissolved in a mixture of methanol/DCM and the solids were filtered off. The filtrate was evaporated under reduced pressure to yield the product which was pure enough for the next reaction step. Yield: 2.0 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669266B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-631d982f3e0e45b0ac25cda6909b337f |
| Source note | uspto-grants-2014_03 |