Iodoethane → 5-Ethoxy-4-iodo-2-methoxypyridine
Reaction equation
I[CH2:2][CH3:3].C(=O)([O-])[O-].[K+].[K+].[I:10][C:11]1[CH:16]=[C:15]([O:17][CH3:18])[N:14]=[CH:13][C:12]=1[OH:19]>CC(C)=O>[CH2:2]([O:19][C:12]1[C:11]([I:10])=[CH:16][C:15]([O:17][CH3:18])=[N:14][CH:13]=1)[CH3:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
At 0° C., 304 mg (1.95 mmol, 1.3 eq.) of iodoethane and 415 mg (3.0 mmol, 2.0 eq.) of potassium carbonate were added to a solution of 405 mg (1.5 mmol) of 4-iodo-6-methoxypyridin-3-ol in 10 ml of acetone and the mixture was stirred at 80° C. overnight and concentrated under reduced pressure. The residue was triturated with water, filtered and dried under reduced pressure. Yield: 322 mg (purity 93%, 72% of theory)
Workup
- concentrationconcentrated under reduced pressure
- customThe residue was triturated with water
- filtrationfiltered
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-7bbc0b9927ff4eb8a7e4961352e22f7f
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09434690B2
Reaction notes
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