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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1592449Generated: October 27, 2026

Diisopropylethylamine → {4-[(3,4-Dimethoxy-pyridin-2-ylmethyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1592449

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-Chloromethyl-3,4-dimethoxypyridinium hydrochlorideHCID 53423692—
Reactant{4-[(3-Methyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl esterHCID 58997087—
SolventAcetonitrileHCID 6342—
Product{4-[(3,4-Dimethoxy-pyridin-2-ylmethyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl esterHCID 67271982—

Reaction Steps

Using General Procedure A: Reaction of {4-[(3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester, 3,4-dimethoxy-2-chloromethylpyridinium hydrochloride, DIPEA and KI in CH3CN gave {4-[(3,4-dimethoxy-pyridin-2-ylmethyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester as an oily residue. 1H NMR (CDCl3) δ 1.30-1.35 (m, 2H), 1.43 (s, 9H), 1.48-1.55(m, 2H), 2.14 (s, 3H), 2.27 (s, 3H), 2.95-3.00 (m, 2H), 3.76 (s, 6H), 3.91 (s, 3H), 5.14 (bs, 1H), 6.79 (d, 1H, J=6.9 Hz), 7.22 (s, 1H), 8.19 (s, 1H), 8.25 (d, 1H, J=6.9 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291631B2
Source datasetuspto-grants-2007_11
ORD IDord-0d6c5b2351bb4011a9ff7ea369ff899f
Source noteuspto-grants-2007_11