Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | HCID 66804019 | HCID 66804019 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86689213 | HCID 86689213 | 67.2% |
Reaction Steps
To methyl 1-tert-butyl-3-(pyridin-4-yl)-4,5,6,7-tetrahydro-1H-indazole-5-carboxylate (1.6 g, 5 mmol) in dry THF (20 mL) at −78° C. was added LDA (2 M, 5.5 mmol). The reaction temperature was increase to −25° C. for 1 h and was then cooled down to −78° C., MeI (16 mmol) was added and stood at r.t. for overnight, 20 ml water was added, most of the solvent was removed by distillation and the product was extracted with ethyl acetate, purified using silica chromatography (ethyl acetate/hexane) to give the desired product as yellow solid (1.1 g). LC-MS found 328.2 (M+H)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09242981B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-6409cd0f072d4af6be651eab01d617d1 |
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| Source note | uspto-grants-2016_01 |
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