HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 1-((2S,4R)-4-amino-2-methyl-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-3,4-dihydroquinolin-1(2H)-yl)ethanone hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | tert-butyl ((2S,4R)-1-acetyl-2-methyl-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-1,2,3,4-tetrahydroquinolin-4-yl)carbamate | HCID 86709431 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-((2S,4R)-4-amino-2-methyl-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-3,4-dihydroquinolin-1(2H)-yl)ethanone hydrochloride | HCID 86709432 | 92% |
Reaction Steps
4M hydrochloric acid in 1,4-dioxane (10.11 ml, 40.4 mmol) was added to tert-butyl ((2S,4R)-1-acetyl-2-methyl-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-1,2,3,4-tetrahydroquinolin-4-yl)carbamate (for a preparation, see Intermediate 64) (2 g, 4.04 mmol) at room temperature, followed by MeOH (10 mL) and DCM (10 mL) and the mixture stirred at room temperature for 2 mins. The mixture was concentrated in vacuo to give 1-((2S,4R)-4-amino-2-methyl-6-(5-(morpholine-4-carbonyl)pyridin-2-yl)-3,4-dihydroquinolin-1(2H)-yl)ethanone hydrochloride (1.60 g, 3.71 mmol, 92% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08993554B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-09f23e6cb4984a118df16949f0867b2c |
| Source note | uspto-grants-2015_03 |