2-Propanethiol → 6-Isopropylsulfanyl-pyridine-2-carboxylic acid methyl ester
Reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7](Br)[N:6]=1)=[O:4].C([O-])([O-])=O.[Cs+].[Cs+].[CH3:18][CH:19]([SH:21])[CH3:20]>CN(C=O)C>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([S:21][CH:19]([CH3:20])[CH3:18])[N:6]=1)=[O:4]Participants
5
Procedure
6-Bromo-pyridine-2-carboxylic acid methyl ester (0.15 g, 0.69 mmol) was added with DMF (2.3 mL), Cs2CO3(0.45 g, 1.38 mmol) and 2-propanethiol (0.064 mL, 0.69 mmol) in turn, and the mixture was stirred at room temperature for 18 hours. After the termination of the reaction, the reactant was filtered and concentrated under reduced pressure to obtain the title compound (0.13 g, 88%).
Workup
- customAfter the termination of the reaction
- filtrationthe reactant was filtered
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-792a4140021c4e56b730b7d41a6c301c
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447044B2
Reaction notes
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