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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034Generated: October 23, 2026

Fumaric Acid → 5-Trimethylsilyl-3-(1-methyl-2-pyrrolidinyl)pyridine fumarate

https://huagongshe.com/en/reaction/1034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFumaric AcidHCID 444972—
Reactant5-(Trimethylsilyl)-3-(1-methyl-2-pyrrolidinyl)pyridineHCID 19694296—
SolventMethanolHCID 887—
Product5-Trimethylsilyl-3-(1-methyl-2-pyrrolidinyl)pyridine fumarateHCID 1969430351%

Reaction Steps

The above-described pyridine derivative was converted into invention compound of Formula I by the addition of one equivalent of fumaric acid to a methanol (5 mL) solution of the free amine at 25° C. After 30 minutes the solvent was removed in vacuo and the residue pumped under high vacuum. Trituration with diethyl ether followed by recrystallization from ethyl acetate afforded 5-trimethylsilyl-3-(1-methyl-2-pyrrolidinyl)pyridine fumarate, (51%). M.p. 161°-162° C. (EtOAc); 1H NMR (D2O, 300 MHz): δ 8.48 (s, 2 H), 8.26 (s, 1 H), 6.25 (s, 3 H), 4.24 (bm, 1 H), 3.53 (bm, 1 H), 3.03 (bm, 1 H), 2.43 (s, 3 H), 2.27 (m, 1 H), 1.9-2.1 (m, 3 H), 0.0 (s, 9 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05723477
Source datasetuspto-grants-1998_03
ORD IDord-c2497e75ae4e46b1beb5da566107c8e5
Source noteuspto-grants-1998_03