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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1952108Generated: November 2, 2026

Water → HCID 58442093, compound

https://huagongshe.com/reaction/1952108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1H-Pyrrolo(2,3-b)pyridineHCID 9222—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 86628949HCID 86628949—
SolventMethanolHCID 887—
ProductHCID 58442093HCID 5844209351.3%

Reaction Steps

To 1H-Pyrrolo[2,3-b]pyridine (1, 465 mg, 3.93 mmol) in methanol (50 mL) were added sodium hydroxide (0.630 g, 0.0157 mol) and (4-chloro-benzyl)-(6-chloro-5-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (541, 1.5 g, 0.0039 mol). The reaction was stirred at room temperature overnight, then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, concentrated and purified with silica gel column chromatography eluting with 20% to 100% ethyl acetate in hexane to give the desired compound (542, 1.0 g, 51%). MS (ESI) [M+H+]+=499.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404700B2
Source datasetuspto-grants-2013_03
ORD IDord-5d8bfa6110d54a00a4c34043c6b7f4d4
Source noteuspto-grants-2013_03