5-Amino-2-chloropyridine → HCID 54787870, compound

HRID 711357Notes

Reaction equation

HRID 711357 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH2:8])=[CH:4][CH:3]=1.CO[CH:11]=[C:12]1[C:17](=[O:18])[O:16][C:15]([CH3:20])([CH3:19])[O:14][C:13]1=[O:21]>CC(O)C>[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][CH:11]=[C:12]2[C:13](=[O:21])[O:14][C:15]([CH3:19])([CH3:20])[O:16][C:17]2=[O:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 793055-Amino-2-chloropyridineHCID 1521115-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 54787870HCID 54787870, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

The mixture of 6-chloropyridin-3-amine (5.0 g, 38.8 mmol) and 5-(methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (7.2 g, 38.8 mmol) in i-PrOH (60 mL) was stirred at reflux for 2 h, and the solvent was removed to afford 5-((6-chloropyridin-3-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione as a solid in 91% yield (10.0 g). m/z 283 (M+H)+

Workup

  1. temperatureat reflux for 2 h
  2. customthe solvent was removed

Sources & evidence

ORD record
ord-fb35acfe0772493da22181afb353c4b5
Source dataset
uspto-grants-2015_11
Patent number
US09181264B2

Reaction notes

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