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. 2022 Oct 17;7(43):39147–39158. doi: 10.1021/acsomega.2c05015

Table 3. Substrate Scope for Several Chromeno[4,3-d]pyrido[1,2-a]pyrimidin-6-one Derivatives 8a-qa.

2.1.

entry substituent (R) product time (h) yieldb (%) melting point (°C)
determined reported47,48
1 C6H5 8a 2.5 93 206–208 211–212
2 2-ClC6H4 8b 6 78 238–240 242–244
3 3-ClC6H4 8c 4.5 84 179–181 177–178
4 4-ClC6H4 8d 3.5 92 236–238 255–257
5 3-OHC6H4 8e 5.5 71 147–149 new
6 4-OHC6H4 8f 3.5 94 156–158 157–158
7 4-CH3C6H4 8g 4 92 225–227 229–230
8 3-FC6H4 8h 5 75 201–203 new
9 4-FC6H4 8i 2.5 94 218–220 224–225
10 4-OCH3C6H4 8j 4 89 223–225 206–207
11 3-BrC6H4 8k 7 80 205–207 new
12 4-BrC6H4 8l 2 91 235–237 240–242
13 2-furyl 8m 6 87 171–173 175–176
14 4-CNC6H4 8n 4 93 218–220 228–229
15 3,4-(OCH3)2 C6H3 8o 4 85 208–210 215–216
16 3,4-(OH)2C6H3 8p 8 92 177–179 180–181
17 4-N(CH3)2C6H4 8q 10 84 181–183 182–183
18 acetaldehyde   18 n.r.  
19 propionaldehyde   18 n.r.  
20 butyraldehyde   18 n.r.  
a

One-pot reaction performed using 5 (1 equiv), 6 (1 equiv), and 7 (1 equiv) at room temperature in aq. EtOH (1:1). 5 mol % catalyst.

b

Yield of the isolated product. n.r.—no reaction