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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040841Generated: October 31, 2026

Water → HCID 56645465, compound

https://huagongshe.com/reaction/2040841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant2-Chloro-6-methyl-3-nitropyridineHCID 1268230—
Reactant3-(Phenylethynyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-eneHCID 57493808—
SolventDimethylacetamideHCID 31374—
ProductHCID 56645465HCID 5664546567.7%

Reaction Steps

A solution of Compound 1c (50 mg, 0.21 mmol), 2-chloro-6-methyl-3-nitropyridine (39.5 mg, 0.23 mmol) and triethylamine (31.9 μL, 0.23 mmol) in N,N-dimethylacetamide (1.14 mL) was stirred at r.t. for 24 h and poured into water. The aqueous layer was extracted with EtOAc. The combined extracts were washed with water, dried over Na2SO4 and evaporated to dryness in vacuo. The crude product was purified by automated flash chromatography (SP1®TM-Biotage) eluting with a Petroleum Ether-Me2CO 95:5 mixture. A further purification with CH2Cl2 as eluent afforded 47.7 mg of the title compound (67.7%) as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580962B2
Source datasetuspto-grants-2013_11
ORD IDord-28667eb264e942f19f69b2d613363774
Source noteuspto-grants-2013_11