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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692860Generated: November 1, 2026

Acetonitrile → HCID 178494203, compound

https://huagongshe.com/reaction/1692860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 57963227HCID 57963227—
SolventWaterHCID 962—
ProductHCID 178494203HCID 17849420344%

Reaction Steps

{5-[(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-5-yl)-hydroxy-methyl]-pyridin-2-yl}-(5-fluoro-2-methoxy-pyridin-3-ylmethyl)-carbamic acid tert-butyl ester (78, 0.022 g, 0.043 mmol), trifluoroacetic acid (0.062 mL, 0.80 mmol), triethylsilane (0.15 mL, 0.97 mmol) and 0.46 mL acetonitrile were combined in a round bottom flask. The reaction was heated at reflux for 3 hours, then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material was purified by silica gel column chromatography, eluting with methanol in dichloromethane. Appropriate fractions were combined and solvents removed under vacuum to provide the desired compound (P-0099, 0.0072 g). MS (ESI) [M+H+]+=380.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158636B2
Source datasetuspto-grants-2012_04
ORD IDord-a16805659e86439b88c2a13c393b93c9
Source noteuspto-grants-2012_04