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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947022Generated: November 2, 2026

Tetrabutylammonium Fluoride → HCID 59743545, compound

https://huagongshe.com/reaction/1947022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 69309770HCID 69309770—
SolventTetrahydrofuranHCID 8028—
ProductHCID 59743545HCID 5974354521.3%

Reaction Steps

N-[4-(4-{4-[3-(t-butyl-dimethylsilanyloxy)-pyrrolidin-1-yl]-indol-1-yl}-pyrimidin-2-ylamino)-cyclohexyl]-methanesulfonamide (0.35 mmol) was mixed with TBAF (10 eq, 3.5 mL) in anhydrous THF (15 mL) and allowed to stir for 1.5 h at RT, and then heated to 68° C. The reaction mixture was washed with NH4Cl/H2O, extracted into EtOAc (6×15 mL), and further washed with H2O (6×30 mL). The product was isolated via chromatography (prep. TLC in NH4OH/MeOH/DCM) as N-[4-(4-{4-[3-(hydroxy)-pyrrolidin-1-yl]-indol-1-yl}-pyrimidin-2-yl-amino)-cyclohexyl]-methanesulfonamide (Compound 311, 35 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399462B2
Source datasetuspto-grants-2013_03
ORD IDord-8c81c49b33c24b34a2729a9f722ff692
Source noteuspto-grants-2013_03