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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423083Generated: November 1, 2026

Methyl iodide → 5-Bromo-3-cyclobutyl-1-methyl-1H-indazole

https://huagongshe.com/reaction/1423083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178419332HCID 178419332—
Product5-Bromo-3-cyclobutyl-1-methyl-1H-indazoleHCID 5818899971%

Reaction Steps

The title compound was prepared by the method outlined for Preparative Example 59 using the 5-bromo-3-cyclobutyl-1H-indazole intermediate (427 mg, 1.70 mmol), NaH (97.5 mg, 2.25 mmol), and methyl iodide (294 mg, 2.06 mmol) to afford titled compound as a colorless oil (317 mg, 71%). 1H NMR (CDCl3) 7.82 (s, 1H), 7.41 (d, J=8.8, 1H), 7.21 (d, J=8.8, 1H), 3.90 (s, 3H), 3.88 (pent, J=9.2, 1H), 2.51-2.43 (m, 4H), 2.18-2.13 (m, 1H), 2.01 (m, 1H). LC/MS (Method B) 4.05 min, [M+1]+ 265/267.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927546B2
Source datasetuspto-grants-2015_01
ORD IDord-59fd3f4af4e5448b809581d757903ce9
Source noteuspto-grants-2015_01