Tert-butyl 2,6-dichloro-3-(methylamino)pyridin-4-ylcarbamate → 2,6-dichloro-N3-methylpyridine-3,4-diamine

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Reaction Steps

Tert-butyl 2,6-dichloro-3-(methylamino)pyridin-4-ylcarbamate 2.44 (0.60 g) was dissolved in a mixture of DCM/TFA 1:1 (5 mL) and stirred at room temperature. After 1 h, LC/MS indicated full conversion to desired product. Mixture was concentrated under reduced pressure, taken up in ethyl acetate, washed with 1N HCl and layers separated. Aqueous layer was extracted again with ethyl acetate and saturated NaHCO3 (aq), and layers separated. Organic layer was washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to yield 2,6-dichloro-N3-methylpyridine-3,4-diamine 2.45 that was used for next step without further purification. LCMS-ESI+ (m/z): [M+H]+ calcd for C6H7C12N3: 192.0; found: 192.1.

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