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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678661Generated: November 3, 2026

Triethylamine hydrochloride → HCID 45111057, compound

https://huagongshe.com/reaction/1678661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamine hydrochlorideHCID 11130—
ReactantSodium AzideHCID 33557—
ReactantHCID 45111056HCID 45111056—
SolventDimethylformamideHCID 6228—
ProductHCID 45111057HCID 4511105737.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

Sodium azide (14 mg, 215 umol) and triethylamine hydrochloride (29 mg, 215 umol) were added to a solution of [rac]-4-{2-[2-(4-chloro-phenyl)-2H-indazol-3-yl]-2-cyclohexyl-ethoxy}-3-fluoro-benzonitrile (20 mg, 43 umol; example 30) in DMF (0.4 ml). The solution was stirred at 120° C. for 14 h, poured onto ice water/1 N aqueous HCl solution 1/1 and extracted two times with iPrOAc. The combined extracts were washed with ice water/brine 1/1 and dried over Na2SO4. The solvent was removed under reduced pressure to give a solid which was crystallized from acetonitrile to obtain the title compound (8 mg, 16 umol; 37%) as off-white solid. MS: m/e=518.0 [M+H+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008505B2
Source datasetuspto-grants-2011_08
ORD IDord-95e817cd18cc42e39478e7c4ea6db04c
Source noteuspto-grants-2011_08