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. Author manuscript; available in PMC: 2014 Aug 25.
Published in final edited form as: Tetrahedron. 2008 Nov 24;64(48):10798–10801. doi: 10.1016/j.tet.2008.09.010

Table.

Synthesis of 2-aminopyridines.

Entry Amine Conditionsb Yield 3c
a graphic file with name nihms76786t1.jpg A
B
C		 75
78
94
b graphic file with name nihms76786t2.jpg A 94
c graphic file with name nihms76786t3.jpg A
B
C		 78
77
75
d graphic file with name nihms76786t4.jpg A
B
C		 56
63
65
e graphic file with name nihms76786t5.jpg A
B
C		 65
57
79
f graphic file with name nihms76786t6.jpg A
B
C		 75
59
61
g graphic file with name nihms76786t7.jpg A
-		 36
48d
h graphic file with name nihms76786t8.jpg A 73
i graphic file with name nihms76786t9.jpg A 71
j graphic file with name nihms76786t10.jpg A 86
k graphic file with name nihms76786t11.jpg A 78
a

Reactions analyzed after 48h; the spectral data for products 3a-f and 3h-j are consistent with previous reports.

b

A: 4.0 eq. amine, DMSO, 50 °C; B: neat amine (ca. 0.4 – 0.5M), rt; C: neat amine (ca. 0.4–0.5M), 50 °C.

c

percent, after chromatography.

d

4.0 eq. amine, DMSO, rt.