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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57611Generated: October 31, 2026

Trimethylsilyl isocyanate → (S)-1-((1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methyl)urea

https://huagongshe.com/reaction/57611

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethylsilyl isocyanateHCID 70696—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
Reactant(S)-(1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methanamineHCID 71113335—
SolventDichloromethaneHCID 6344—
Product(S)-1-((1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methyl)ureaHCID 71113801—

Reaction Steps

A solution of (S)-(1-(7-(4-morpholinophenyl)pyrido[4,3-b]pyrazin-5-yl)pyrrolidin-3-yl)methanamine (Compound 77, 0.16 mmol), DIPEA (207 mg, 1.6 mmol) and TMSNCO (184 mg, 1.6 mmol) in anhydrous CH2Cl2 (5 mL) was stirred at room temperature for 70 hours. The reaction mixture was poured into saturated NaHCO3 aqueous and extracted with CH2Cl2. The combined extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified by chromatography to afford the title compound. MS (m/z): 434 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-5c3a665de47048dc9e1878fa236fdf21
Source noteuspto-grants-2016_09