HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913884Generated: November 3, 2026
HCID 57546045, compound → HCID 57546101, compound
https://huagongshe.com/reaction/913884
Participants
| Role | Name | HCID | Charge |
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| Reactant | HCID 57546045 | HCID 57546045 | — |
| Reactant | HCID 178418573 | HCID 178418573 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57546101 | HCID 57546101 | — |
Reaction Steps
To a solution of 5-chloro-2-cyclopropyl-2H-indazole-7-carbaldehyde (0.30 g, 1.35 mmol) in tetrahydrofuran (5 mL) at −78° C. was added methyl magnesiumbromide (3 M in diethyl ether, 0.68 mL, 2.03 mmol). The reaction was allowed to gradually warm in the ice bath (ca. 1 h) to 0° C. The reaction which had been a suspension became a solution. The reaction was quenched by addition of saturated ammonium chloride and poured into diethyl ether. The ethereal was washed with water (2×), then brine, dried over sodium sulfate, and concentrated to give 240 mg (77%) as an oil. 1H-NMR (CDCl3, 300 MHz) δ 7.90 (s, 1H), 7.45 (m, 1H), 7.09 (m, 1H), 5.27 (q, J=6.6 Hz, 1H), 3.85-3.93 (m, 1H), 1.65 (d, J=6.6 Hz, 1H), 1.28-1.34 (m, 2H), 1.10-1.17 (m, 2H). Mass spec.: 237.28 (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-fb12500a18584c6ea67103355e175581 |
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| Source note | uspto-grants-2011_09 |
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