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. 2013 Jun 21;6(8):1455–1460. doi: 10.1002/cssc.201300239

Table 3.

Amination of halopyrimidines and 4-chloroquinazoline.[a]Inline graphic

Entry Amine Product (yield [%]) for the reaction with
Inline graphic Inline graphic Inline graphic Inline graphic
1 Inline graphic 11 (77) 11 (72) no reaction 27 (78)
2 Inline graphic 12 (85) 12 (89) no reaction 28 (71)
3 Inline graphic 14 (81) 14 (68) no reaction 29 (71)
4 Inline graphic 18 (76) 18 (59) 24 (45) 30 (97)
5 Inline graphic 2 (84) 2 (85) 25 (49) 31 (80)
6 Inline graphic 20 (93) 20 (91) 26 (80) 32 (82)
7 Inline graphic 21 (86) 21 (65) no reaction 33 (86)
[a]

All reactions were performed with aryl halide (1 equiv.), amine (1 equiv.) and KF (2 equiv.) in water at 100 °C for 17 h.