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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2052992Generated: October 30, 2026

Water → HCID 178483682, compound

https://huagongshe.com/reaction/2052992

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium HydroxideHCID 14798—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantHCID 178484582HCID 178484582—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178483682HCID 178483682—

Reaction Steps

A solution of 42 mg (0.095 mmol) of cis-3-[4-amino-5-(3-benzyloxy-phenyl)pyrrolo[2,3-d]pyrimidin-7-yl]-cyclobutanecarboxylic acid dimethylamide in 2 ml of anhydrous THF is added dropwise at 0° C. to a 10 mg of lithium aluminium hydride suspended in 2 ml of anhydrous THF. The reaction mixture is slowly warmed to RT overnight. For working-up, the reaction mixture is cooled to 0° C. and then water and a 15% NaOH solution are added in succession thereto. The solution is partitioned between water and ethyl acetate. Drying the organic layer over magnesium sulfate, concentrating in vacuo and purifying by medium-pressure liquid chromatography yield cis-5-(3-benzyloxy-phenyl)-7-(3-dimethylaminomethyl-cyclobutyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine. Analytical HPLC: tR=5.98 min (Grad 2); ES-MS: m/eo=428.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07326699B2
Source datasetuspto-grants-2008_02
ORD IDord-ac5531d2b6d74b2495e67d393f6aa1e4
Source noteuspto-grants-2008_02