Cyclohexylamine → 4-Bromo-N-cyclohexylpyridin-2-amine

HRID 2088997Notes

Reaction equation

[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4](Cl)[CH:3]=1.[CH:9]1([NH2:15])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([NH:15][CH:9]2[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:3]=1

Participants

Reactant 2

HCID 7965Cyclohexylamine

HCID 38477704-Bromo-2-chloropyridine

Product 1

HCID 532174524-Bromo-N-cyclohexylpyridin-2-amineYield 12.8%

Procedure

A mixture of 4-bromo-2-chloropyridine (0.5 g, 2.6 mmol) and cyclohexylamine (0.26 g, 2.6 mmol) was heated in a CEM Microwave at 150 degrees for 15 minutes at 300 W. The resulting crude material was purified by flash chromatography (0% to 30% ethyl acetate/hexane) to give 85 mg of the title compound. MS m/z 256.8 (ESI: M+H)+.

Workup

temperaturewas heated in a CEM Microwave at 150 degrees for 15 minutes at 300 W
customThe resulting crude material was purified by flash chromatography (0% to 30% ethyl acetate/hexane)

Sources & evidence

ORD record: ord-d1ff819c6cfc483ab6e65f354e53e916
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08435980B2

Reaction notes

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