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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913262Generated: October 31, 2026

N-Iodosuccinimide → Tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-iodopyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1913262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-IodosuccinimideHCID 120273—
ReactantTert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylateHCID 66733904—
SolventAcetonitrileHCID 6342—
ProductTert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-iodopyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylateHCID 66733306—

Reaction Steps

NIS (288 mg, 1.28 mmoL) was added to a solution of tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)pyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate (Int-12d, 741.6 mg, 1.25 mmoL) in CH3CN (10 mL). The mixture was stirred at room temperature for 1 h. Purification by column chromatography afforded tert-butyl 4-((7-(bis((2-(trimethylsilyl)ethoxy)methyl)amino)-3-iodopyrazolo[1,5-a]pyrimidin-5-yl)methyl)piperidine-1-carboxylate (Int-12e): LCMS tR=3.02 Min (5 min run, UV254nm). Mass calculated for, M+717.2, observed m/z 718.3 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609675B2
Source datasetuspto-grants-2013_12
ORD IDord-7936ce939a4744dd8fa099fc541ecb14
Source noteuspto-grants-2013_12