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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426589Generated: November 4, 2026

Water → 3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]pentanal

https://huagongshe.com/reaction/1426589

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Reactant(E)-2-PentenalHCID 5364752—
Reactant4-(1H-Pyrazol-4-yl)-7-(2-(trimethylsilyl)ethoxy)methyl-7 H-pyrrolo(2,3-d)-pyrimidineHCID 42631346—
SolventAcetonitrileHCID 6342—
Product3-[4-(7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]pentanalHCID 57477898—

Reaction Steps

To a solution of 4-(1H-pyrazol-4-yl)-7-[2-(trimethylsilyl)ethoxy]methyl-7H-pyrrolo[2,3-d]-pyrimidine (100 mg, 0.0003 mol) in ACN (2 mL, 0.04 mol) and DBU (50 mL, 0.0003 mol), the (2E)-pent-2-enal (4.0E1 mg, 0.00048 mol) in 1 ml ACN was added drop wise. The reaction was stirred for 1 h, and then water was added and the resulting mixture extracted with ethyl acetate. The combined organic layers were washed with saturated sodium chloride, dried over magnesium sulfate, filtered and concentrated to give the crude as the hydrated product form. LC/MS (M+H)+: m/z=400.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933086B2
Source datasetuspto-grants-2015_01
ORD IDord-ae37896f378d4ad2b59581330db83e31
Source noteuspto-grants-2015_01