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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1423085Generated: November 1, 2026

Chloroacetonitrile → (5-Bromo-3-cyclobutyl-1H-indazol-1-yl)acetonitrile

https://huagongshe.com/reaction/1423085

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetonitrileHCID 7856—
ReactantSodium hydrideHCID 24758—
ReactantHCID 178419332HCID 178419332—
Product(5-Bromo-3-cyclobutyl-1H-indazol-1-yl)acetonitrileHCID 5818897762%

Reaction Steps

The title compound was prepared by the method outlined for Preparative Example 59 using 5-bromo-3-cyclobutyl-1H-indazole intermediate (225 mg, 0.898 mmol), NaH (41 mg, 1.02 mmol), and chloroacetonitrile (78 mg, 1.03 mmol) to afford titled compound as an off-white solid (160 mg, 62%). 1H NMR (DMSO-d6) 7.99 (s, 1H), 7.72 (d, J=8.8, 1H), 7.62 (d, J=8.8, 1H), 5.74 (s, 2H), 3.91 (pent, J=8.8, 1H), 2.38-2.32 (m, 4H), 2.08-2.06 (m, 1H), 1.95 (m, 1H). LC/MS (Method B) 3.99 min, [M+1]+ 290/292].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08927546B2
Source datasetuspto-grants-2015_01
ORD IDord-fd942f27b7c447838557d327e9899c83
Source noteuspto-grants-2015_01