Isopropyl iodide → 2-(Isopropylthio)nicotinic acid

2-Mercapto-nicotinic acid (5.0 g, 32.22 mmol) was dissolved in DMF (40 mL), and the solution was cooled to 0˜5° C. NaH (6.4 g, 161.1 mmol) was added thereto slowly, and the mixture was stirred at 0˜5° C. for 30 minutes. 2-Iodo-propane (9.65 mL, 96.66 mmol) was added thereto, and the mixture was stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure and water was added to dilute the residue. 3N HCl was added to adjust the pH of the aqueous solution to 2˜3, and the mixture was extracted with EtOAc. The organic layer was dried with MgSO4 and concentrated under reduced pressure. The reaction product was used in the next step without a separate purification process.

1. temperaturethe solution was cooled to 0˜5° C
2. stirringthe mixture was stirred at room temperature for 2 hours
3. customAfter the termination of the reaction
4. concentrationthe reactant was concentrated under reduced pressure and water
5. additionwas added
6. additionto dilute the residue
7. addition3N HCl was added
8. extractionthe mixture was extracted with EtOAc
9. dry with materialThe organic layer was dried with MgSO4
10. concentrationconcentrated under reduced pressure
11. customThe reaction product was used in the next step without a separate purification process

ORD record

ord-3c962c8f9ddf4b22ac4042c4457d5bc5

Source dataset

uspto-grants-2016_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09447044B2