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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2183480Generated: November 2, 2026

Water → 4-Chloro-3-cyano-5-hydroxymethyl-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl Ester

https://huagongshe.com/reaction/2183480

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium BicarbonateHCID 516892—
Reactant5-Bromomethyl-4-chloro-3-cyano-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl EsterHCID 20791631—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-3-cyano-5-hydroxymethyl-pyrrolo[1,2-b]pyridazine-6-carboxylic Acid Ethyl EsterHCID 20791627100.1%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of compound 16A (102 mg, 0.30 mmol) in THF (12 mL) was added water (3 mL) dropwise. The reaction was kept at room temperature for 3 days and then heated to 50° C. for 3 hours. Upon cooling to room temperature, NaHCO3 (70 mg) was added to the reaction mixture. The reaction was concentrated to dryness, redissolved in CH2Cl2 and filtered. The filtrate was concentrated to give compound 16B as a yellow solid (84 mg, 100%). This compound was used in the following steps without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06900208B2
Source datasetuspto-grants-2005_05
ORD IDord-d37f2227c964435d9b1a1e1411f094db
Source noteuspto-grants-2005_05