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. 2021 Sep 29;11:19370. doi: 10.1038/s41598-021-97801-7

Table 4.

Evaluation of various catalyst for the synthesis of novel (N-methyl-pyrrol)-pyrazolo[3,4-b]pyridines in comparison with MIL-53(Al)-N(CH2PO3H2)2.

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Entry Catalyst (mg) Time (min) Yield (%)
1 [PVI-SO3H]FeCl481 10 60 55
2 NaHSO4 10 mol% 60 28
3 Fe3O4 10 60 35
4 SSA82 10 60 45
5 [Fe3O4@SiO2@(CH2)3-DABCO-SO3H]Cl283 10 60 35
6 FeCl3 10 mol% 60 45
7 TrBr84 10 mol% 60 Trace
8 GTBSA85 10 mol% 60 65
9 Mg(NO3)2·6H2O 10 mol% 60 Trace
10 [Py-SO3H]Cl86 10 mol% 60 65
11 NH4NO3 10 mol% 60 –
12 MIL-100(Cr)/NHEtN(CH2PO3H2)247 10 60 75
13 APVPB87 10 60 45
14 MHMHPA50 10 mol% 60 55
15 MIL-53(Al)-N(CH2PO3H2)2This work 10 25 88