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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919841Generated: November 1, 2026

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

https://huagongshe.com/reaction/1919841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium borohydrideHCID 4311764—
Reactant6-Tert-butylpyridine-3-carbonitrileHCID 19425185—
ReactantTetrahydrofuran tolueneHCID 22635083—
Reactant6-Tert-butyl-2-methylnicotinonitrileHCID 57939016—
ReactantHCID 178418689HCID 178418689—
Product[1-(6-Tert-butyl-2-methylpyridin-3-yl)ethyl]amineHCID 57939020—

Reaction Steps

The title compound was synthesized according to the procedure described for the synthesis of 6-tert-butylnicotinonitrile starting from 6-tert-butyl-2-methylnicotinonitrile (intermediate 31) (100 mg, 0.57 mmol), used crude from the above described description; MeMgBr 1.4 M 75/25 toluene/THF (1.4 ml, 1.4 mmol) and NaBH4 (55 mg, 1.4 mmol). Purified by normal phase chromatography with 20% MeOH/CH2Cl2. (Yield 31.5 mg, 29%). 1H NMR (400 MHz, CHLOROFORM-D) δ ppm 1.34 (s, 9 H), 1.36 (d, J=6.64 Hz, 3 H), 2.56 (s, 3H), 4.32-4.40 (m, 1 H), 7.15-7.19 (m, J=8.20 Hz, 1 H), 7.68 (d, J=8.20 Hz, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08168668B2
Source datasetuspto-grants-2012_05
ORD IDord-071abe6757f8480eafbbbbf0687fbb44
Source noteuspto-grants-2012_05