Thionyl Chloride → 4-(chloromethyl)-N-methylpyridine-2-carboxamide hydrochloride
Reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:11][CH3:12])=[O:10])[CH:4]=1.S(Cl)([Cl:15])=O>ClCCl>[ClH:15].[Cl:15][CH2:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([NH:11][CH3:12])=[O:10])[CH:4]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
10 g (45.32 mmol) of 4-(hydroxymethyl)-N-methylpyridine-2-carboxamide (Example 40A) were suspended in 160 ml of dichloromethane and cooled to 0° C. 16.18 g (135.96 mmol) of thionyl chloride were added, and the reaction mixture was then warmed to RT and stirred at RT overnight. The reaction mixture was evaporated and dried under high vacuum.
Workup
- temperaturethe reaction mixture was then warmed to RT
- customThe reaction mixture was evaporated
- customdried under high vacuum
Sources & evidence
- ORD record
- ord-9ea5636fb553480990f9c5f041430c7e
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09187428B2
Reaction notes
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