HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-Methyl-[1,3']bipyrrolidinyl hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Nitrogen | HCID 947 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | Tert-butyl 3-(2-methylpyrrolidin-1-yl)pyrrolidine-1-carboxylate | HCID 59401804 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Methyl-[1,3']bipyrrolidinyl hydrochloride | HCID 66624540 | — |
Reaction Steps
2-Methyl-[1,3′]bipyrrolidinyl-1′-carboxylic acid tert-butyl ester (Intermediate (i) obtained above, 5.50 g, 21.62 mmol) was treated with 20 mL of 4 M HCl in dioxane at 0° C. The solution was stirred under nitrogen at r.t. overnight. TLC (10% MeOH in DCM) did not detect the starting material. N2 was passed through the solution with stirring. The outlet was passed though KOH solution to absorb HCl for 30 min. The solvent was removed by evaporation to dryness to get the title compound as a hygroscopic gummy material, 5.3 g (˜100%). This material was used without further purification in subsequent steps as illustrated below. LCMS: RT=0.35 minutes, MS: 155 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252824B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-9da8211a7ea647298442672c5879e7b3 |
| Source note | uspto-grants-2012_08 |