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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183264Generated: October 29, 2026

Triethylamine → HCID 178483327, compound

https://huagongshe.com/reaction/2183264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-(Dimethylamino)acetohydrazideHCID 68319—
Reactantethoxy[3-(4fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochlorideHCID 22479739—
SolventEthanolHCID 702—
ProductHCID 178483327HCID 17848332792.1%

Reaction Conditions

Temperature75 °C

Reaction Steps

To a solution of ethoxy[3-(4-fluorophenyl)(1H-indazol-5-yl)]methanimine hydrochloride (200 mg, 0.62 mmol), N-amino-2-(dimethylamino)acetamide (147.5 mg, 0.95 mmol), and molecular sieves in ethanol was added triethylamine (0.25 mL, 1.86 mmol). The reaction was allowed to stir under a nitrogen atmosphere at 75° C. overnight. The reaction was filtered using a fritted funnel and the filtrate was concentrated. This was purified by semi-preprative HPLC. The material was taken up in ethyl acetate and washed with aqueous sodium bicarbonate. This organic layer was dried with magnesium sulfate, filtered and concentrated to yield the title compound (192 mg, 23% yield). 1H NMR (CD3OD) δ 8.7 (s, 1H), 8.0-8.1 (m, 3H), 7.7 (d, 1H), 7.25 (t, 2H), 4.5 (s, 2H), 3.0 (s, 6H), ES-MS (m/z) 337 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897231B2
Source datasetuspto-grants-2005_05
ORD IDord-8c92fd755a25443d875a39b4c48863cb
Source noteuspto-grants-2005_05