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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919835Generated: November 1, 2026

Sodium borohydride → [1-(6-Tert-butyl-2-chloropyridin-3-yl)ethyl]amine

https://huagongshe.com/reaction/1919835

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant6-Tert-butyl-2-chloropyridine-3-carbonitrileHCID 53278876—
Reactant[1-(6-Tert-butylpyridin-3-yl)ethyl]amineHCID 67500288—
ReactantHCID 178418689HCID 178418689—
Product[1-(6-Tert-butyl-2-chloropyridin-3-yl)ethyl]amineHCID 86621593—

Reaction Steps

The title compound was synthesized according to the procedure described for the synthesis of [1-(6-tert-butylpyridin-3-yl)ethyl]amine starting from 6-tert-butyl-2-chloronicotinonitrile (intermediate 22) (2.0 g, 10.3 mmol), MeMgBr (18 ml, 25.7 mmol) and NaBH4 (970 mg, 25.7 mmol). The resulting material was used crude in the following coupling step. (Yield: 1.76 g, 79%) 1H NMR (400 MHz, CDCl3) δ ppm 1.34 (s, 9 H) 1.39 (d, J=6.64 Hz, 3 H) 4.47 (q, J=6.64 Hz, 1 H) 7.26 (d, J=8.01 Hz, 1 H) 7.78 (d, J=8.01 Hz, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168668B2
Source datasetuspto-grants-2012_05
ORD IDord-399004a20c5e4f0897b62d08ec090617
Source noteuspto-grants-2012_05