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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1364536Generated: October 30, 2026

HCID 86606903, compound → 4-Amino-5-cyano-N-[(2,5-dimethoxyphenyl)methyl]-6-(1-methylethoxy)-2-pyridinecarboxamide

https://huagongshe.com/reaction/1364536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 86606903HCID 86606903—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product4-Amino-5-cyano-N-[(2,5-dimethoxyphenyl)methyl]-6-(1-methylethoxy)-2-pyridinecarboxamideHCID 49830931100.4%

Reaction Steps

The azide from Example 102C (10 mg, 0.025 mmol) was hydrogenated in MeOH under a hydrogen balloon with cat. 10% Pd/C for 1 hour. The reaction mixture was filtered through a celite plug and washed with MeOH. The combined filtrate was evaporated and pumped in vacuo to provide the titled compound as a white solid (9.3 mg, 100% yield). 1H NMR (300 HZ, DMSO-d6) δ 8.81 (t, J=6.3 Hz, 1H), 7.30 (broad s, 2H), 7.04 (s, 1H), 6.93 (d, J=8.8 Hz, 1H), 6.79 (dd, J=8.8, 3.1 Hz, 1H), 6.71 (d, J=3.1 Hz, 1H), 5.53 (quintet, J=6.4 Hz, 1H), 4.41 (d, J=6.4 Hz, 2H), 3.79 (s, 3H), 3.65 (s, 3H), 1.31 (d, J=6.4 Hz, 6H). MS (m/e) 371 (M+H)+, 393 (M+Na)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07888374B2
Source datasetuspto-grants-2011_02
ORD IDord-77f3954a7fa043f2ac833dba885cdc0b
Source noteuspto-grants-2011_02