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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30430Generated: October 29, 2026

Ammonia → 3-[(2-Cyanophenyl)amino]-6-oxo-7-(3-thienyl)-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamide

https://huagongshe.com/reaction/30430

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantGlycol monoethyl etherHCID 8076—
ReactantHCID 68454063HCID 68454063—
Product3-[(2-Cyanophenyl)amino]-6-oxo-7-(3-thienyl)-6,7-dihydrothieno[2,3-b]pyridine-2-carboxamideHCID 68454997—

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of Example 66 (100 mg), 2-ethoxyethanol and liquid ammonia was placed in a sealed pressure vessel and heated at 80° C. and 400 psi for 48 h. The volatiles were removed in vacuo and the residue purified by column chromatography (silica, EtOAc) to give the title compound (30 mg). δH (CDCl3) 7.59-7.46 (4H, m), 7.28-7.21 (3H, m), 7.20 (1H, t, J 2.0 Hz), 7.01 (1H, d, J 8.3 Hz), 6.49 (1H, d, J 9.7 Hz), 5.55 (2H, br s). LCMS (ES+) RT 2.845 minutes, 392.9 (M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423047B2
Source datasetuspto-grants-2008_09
ORD IDord-cda9ed844bfe4417b80bbaeb2574e8fb
Source noteuspto-grants-2008_09