HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinonitrile | HCID 67530227 | — |
| Product | 6-[2-(Methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinic acid | HCID 59495823 | 99% |
Reaction Steps
A mixture of 6-[2-(methoxymethyl)pyrrolidin-1-yl]-5-methylnicotinonitrile (591 mg; 2.56 mmol; 1 eq.) and potassium hydroxide (717 mg; 12.8 mmol; 5 eq.) in water (20 mL) was stirred at reflux for 16 hours. The pH was adjusted to 5-6 with HCl 1M and the aqueous layer extracted with EtOAc. The combined organic phase was dried over MgSO4 and concentrated in vacuo to afford the title compound as a white solid (0.63 g, 99%). LC/MS: 219.1 (M+H)+. HPLC (Method A): Rt 1.44 min (purity 96.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202865B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-f99a4d4afe2d4f948e3109db12c791ec |
| Source note | uspto-grants-2012_06 |