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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1775167Generated: October 31, 2026

Water → HCID 57963186, compound

https://huagongshe.com/reaction/1775167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 57963099HCID 57963099—
Solvent1,2-DichloroethaneHCID 11—
ProductHCID 57963186HCID 5796318691.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To {5-[(7-Benzenesulfonyl-4-methoxy-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-hydroxy-methyl]-6-fluoro-pyridin-2-yl}-(2-chloro-benzyl)-carbamic acid tert-butyl ester (44, 0.400 g, 0.612 mmol) in 15.0 mL of 1,2-dichloroethane, triethylsilane (2.0 mL, 12 mmol) and trifluoroacetic acid (1.0 mL, 13 mmol) were added. The reaction was heated at 80° C. for 3 hours, then poured into water and extracted with ethyl acetate. The organic layer was dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel chromatography eluting with 20-100% ethyl acetate in hexane. Appropriate fractions were combined and concentrated under vacuum to provide the desired compound (45, 0.30 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09260437B2
Source datasetuspto-grants-2016_02
ORD IDord-504909e0d22e406592fcd4862bb69f5f
Source noteuspto-grants-2016_02