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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1987049Generated: October 30, 2026

2-(2-Azido-1,1-difluoro-ethyl)-5-methyl-pyridine → 2-Pyridineethanamine, beta,beta-difluoro-5-methyl-

https://huagongshe.com/reaction/1987049

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(2-Azido-1,1-difluoro-ethyl)-5-methyl-pyridineHCID 57722724—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product2-Pyridineethanamine, beta,beta-difluoro-5-methyl-HCID 577227150.1%

Reaction Steps

A solution of 2-(2-Azido-1,1-difluoro-ethyl)-5-methyl-pyridine (2.46 g, 12.42 mol), as prepared in the previous step, in EtOAc (150 mL) was treated with 2.46 g, 10 wt. % Pd—C under a H2 atmosphere. After 24 h, the reaction was filtered through Celite and the filtrate concentrated to afford the product as a clear yellow oil (1.85 g, 10.76 mmol, 86% crude yield). 1H NMR (300 Hz, CDCl3) δ 8.48 (s, 1H), 7.61 (m, 2H), 3.42 (t, J=14.2 Hz), 2.39 (s, 3H); LC/MS (m/z) [M+1]+ 173.0 (calculated for C8H11F2N2, 173.2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07550474B2
Source datasetuspto-grants-2009_06
ORD IDord-50152bd0c64d4214847c3e040722ec2a
Source noteuspto-grants-2009_06