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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2074410Generated: October 25, 2026

Tetramethyltin → 1-[5-(4-Fluoro-phenyl)-2-methyl-thiazol-4-yl]-1-{(s)-2-[(5-methyl-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-methanone

https://huagongshe.com/reaction/2074410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetramethyltinHCID 11661—
ReactantLithium ChlorideHCID 433294—
Reactant1-{(S)-2-[(5-Bromo-pyrimidin-2-ylamino)methyl]-pyrrolidin-1-yl}-1-[5-(4-fluoro-phenyl)-2-methyl-thiazol-4-yl]-methanoneHCID 67089741—
SolventDimethylformamideHCID 6228—
Product1-[5-(4-Fluoro-phenyl)-2-methyl-thiazol-4-yl]-1-{(s)-2-[(5-methyl-pyrimidin-2-ylamino)-methyl]-pyrrolidin-1-yl}-methanoneHCID 67090181—

Reaction Conditions

Temperature100 °C

Reaction Steps

To the compound of Example 194 (0.36 g) in dimethylformamide was added lithium chloride (0.096 g), tetramethyl tin (0.126 ml) and dichlorobis(triphenylphosphine) palladium (0) (0.035 g) and the resulting mixture heated at 100° C. under argon for 18 h. The reaction was then evaporated, diluted with dichloromethane, filtered and the filtrate washed with water, dried and evaporated. Chromatography of the residue on silica gel, eluting with methanol-dichloromethane mixtures, afforded the title product (0.2 g) as a yellow amorphous solid. Mass Spectrum (API+): Found 412 (MH+). C21H22FN5OS requires 411.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07919507B2
Source datasetuspto-grants-2011_04
ORD IDord-fe95538a9f2749fbaf179a5a38bdaaa1
Source noteuspto-grants-2011_04