Sodium Hydroxide → 6-(Fluoromethyl)pyridin-2-amine
Reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([CH2:14][F:15])[N:9]=1)(C)(C)C.[OH-].[Na+]>Cl>[F:15][CH2:14][C:10]1[N:9]=[C:8]([NH2:7])[CH:13]=[CH:12][CH:11]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 100 °C
Procedure
A suspension of (6-fluoromethyl-pyridin-2-yl)-carbamic acid tert-butyl ester (0.10 g, 0.43 mmol) in 6N HCl (2.00 ml) was warmed to 100° C. and stirred for 6 h. The clear solution was then cooled to room temperature and neutralized with 5N NaOH. The aqueousaqueous phase was extracted several times with dichloromethane. The combined organic phases were dried over sodium sulfate and evaporated to yield 6-fluoromethyl-pyridin-2-ylamine (0.04 g, 78%) as colorless oil, which was used crude.
Workup
- extractionThe aqueousaqueous phase was extracted several times with dichloromethane
- dry with materialThe combined organic phases were dried over sodium sulfate
- customevaporated
Sources & evidence
- ORD record
- ord-a6a40b2f4c714cb1bbc0bd80d7a98311
- Source dataset
- uspto-grants-2010_03
- Patent number
- US07678815B2
Reaction notes
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