Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57545942 | HCID 57545942 | — |
| Product | HCID 57545983 | HCID 57545983 | — |
Reaction Steps
A microwave tube was charged 5-chloro-2-cyclopropyl-2H-indazole-7-carbonitrile (0.54 g, 2.5 mmol), methanol (8.0 mL) and a 4 N sodium hydroxide solution (5 mL, 20 mmol). The tube was sealed and heated at 110° C. for 3 h via microwave. After cooling to room temperature, the mixture was concentrated in vacuo to remove most of the methanol. The residue was poured into water/ethyl acetate. The product was extracted with water (2×) and the organics discarded. The aqueous layers were pooled together and acidified to pH 2.0 with 1 N hydrochloric acid. The resulting precipitate was filtered and dried in vacuo for several hours to afford 0.47 g (80%) as a white powder. 1H-NMR (CD3OD, 300 MHz) δ 8.40 (s, 1H), 7.94-7.95 (m, 2H), 4.08-4.14 (m, 1H), 1.37-1.42 (m, 2H), 1.21-1.23 (m, 2H). Mass spec.: 237.16 (MH)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026257B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-a76a131b69c844a98ad997d14bbb45b1 |
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| Source note | uspto-grants-2011_09 |
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