Skip to main content
. 2024 Jun 10;14(26):18478–18488. doi: 10.1039/d4ra00001c

Effect of a solvent on the synthesis of 6-phenoxypyrimidinea.

graphic file with name d4ra00001c-u2.jpg
Entry Base Solvent Time Yieldb [%]
1 NaOH DMF 3 h 76
2 DMSO 72
3 MeOH 6 h 60
4 H2O 1 h 81
5 KOH DMF 2 h 78
6 DMSO 74
7 MeOH 6 h 61
8 H2O 1 h 84
9 KOH H2O 1 h 78c
10 KOH H2O 1 h 85d
11 KOH H2O 18 h 60e
12 KOH H2O 8 h 80f
13 KOH H2O 1 h 86 g
14 KOH H2O 1 h 86 h
a

Reaction conditions: 1a (1 mmol), 2a (1.2 mmol), Cu-polymer (10 wt%), base (3 eq.), solvent (3 mL), 100 °C (silicon oil bath).

b

Isolated yield.

c

KOH (2 eq.).

d

KOH (3.5 eq.).

e

rt.

f

60 °C.

g

80 °C.

h

2a (1.1 mmol), (80 °C).