HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 58171490, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 58171510 | HCID 58171510 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 58171490 | HCID 58171490 | 57.3% |
Reaction Steps
To a solution of 1-(methoxycarbonyl)adamantan-4-yl 3-(5-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)pyrimidin-2-yl)pyrrolidine-1-carboxylate (36 mg, 0.073 mmol) in MeOH (6 mL)/water (2 mL) was added LiOH (22 mg, 0.73 mmol). The reaction mixture was heated to reflux for 1 h. The formed mixture was concentrated to give an oil which was adjusted pH=5 by 0.5 M HCl and extracted with EtOAc (10 mL×3). The combined organic layers were dried over sodium sulfate, filtered and concentrated to afford 4-((3-(5-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)pyrimidin-2-yl)pyrrolidine-1-carbonyl)oxy)adamantane-1-carboxylic acid (20 mg, 55%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163012B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-89db0b9c5a944184ae1a2db5fba7bfef |
| Source note | uspto-grants-2015_10 |