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Effect of 15-crown-5 on the regioselective N-alkylation of indazole 9, in the presence of NaH in THF.a
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| entry | equiv 15-C-5 | conv.b (%) |
ratio 10:11b |
yield (%)c | |
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| 10 | 11 | ||||
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| 1 | 1.1 | 100 | 9.6:1 | 77 | 6 |
| 2 | 5.5 | 100 | 6.0:1 | 71 | 10 |
aReaction scale = 1 mmol (9); bdetermined using 1H NMR (see Supporting Information File 1); cisolated yield; conv. = conversion of 9 to 10 and 11 only.
