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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1948801Generated: October 29, 2026

N-methyl-2-pyrrolidone → N-[6-(azetidin-1-yl)-3-pyridinyl]-3-dimethylsilyl-1-[(3-fluorophenyl)methyl]-5-propan-2-ylindole-2-carboxamide

https://huagongshe.com/reaction/1948801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantPentapotassium TriphosphateHCID 61695—
ReactantDimethyl(1-methylethyl)silaneHCID 4133535—
ReactantHCID 66850586HCID 66850586—
CatalystHCID 178418851HCID 178418851—
ProductN-[6-(azetidin-1-yl)-3-pyridinyl]-3-dimethylsilyl-1-[(3-fluorophenyl)methyl]-5-propan-2-ylindole-2-carboxamideHCID 131730344—

Reaction Steps

Compound No. 21 was prepared according to a process similar to that described in stage 8.4, by reacting 0.15 g (0.31 mmol) of N-[6-(azetidin-1-yl)pyridin-3-yl]-5-bromo-1-[(3-fluorophenyl)methyl]-1H-indole-2-carboxamide, prepared according to the protocol described in stage 17.3, with 95 mg (0.93 mmol) of dimethyl(isopropyl)silane in the presence of 0.2 g (0.94 mmol) of potassium triphosphate and of 16 mg (0.03 mmol) of bis(tri-tert-butylphosphine)palladium in 2 ml of dry 1-methyl-2-pyrrolidinone (NMP). 23 mg of the expected product are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399491B2
Source datasetuspto-grants-2013_03
ORD IDord-cd1c6a6fcae240f3a166d0550446c94a
Source noteuspto-grants-2013_03