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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274545Generated: October 31, 2026

N-(Diphenylmethylene)glycine tert-butyl ester → HCID 58360507, compound

https://huagongshe.com/reaction/2274545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-(Diphenylmethylene)glycine tert-butyl esterHCID 688171—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactanttert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamateHCID 23030321—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58360507HCID 58360507103.8%

Reaction Steps

84.64 ml (84.64 mmol) of a 1M solution of lithium bis(trimethylsilyl)amide in THF were added dropwise to a solution of 25.00 g (84.64 mmol) of N-(diphenylmethylene)glycine tert-butyl ester in 185 ml of THF under argon at 0° C. After stirring at this temperature for 15 min, 24.31 g (84.64 mmol) of tert-butyl (5-bromomethylpyridin-2-yl)carbamate were added as solid, and stirring was continued for 1 h. The reaction mixture was cautiously diluted with water and extracted with ethyl acetate. The organic phase was dried over sodium sulfate, filtered and concentrated. 44.08 g of the crude product were obtained and were reacted further without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09126955B2
Source datasetuspto-grants-2015_09
ORD IDord-837865d4b17a45b8aea0b62dd339a09e
Source noteuspto-grants-2015_09