HCID 54787870, compound → HCID 178516422, compound

HRID 711358Notes

Reaction equation

HRID 711358 reaction equation
[Cl:1][C:2]1[N:7]=[CH:6][C:5]([NH:8][CH:9]=[C:10]2[C:15](=[O:16])OC(C)(C)OC2=O)=[CH:4][CH:3]=1>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[Cl:1][C:2]1[N:7]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:8]=[CH:9][CH:10]=[C:15]2[OH:16]

Participants

3

Reactant 1

HCID 54787870HCID 54787870, compound

Product 1

HCID 178516422HCID 178516422, compoundYield 42%

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Procedure

To the heated Dowtherm A (200 mL) at 200° C. was added 5-((6-chloropyridin-3-ylamino)methylene)-2,2-dimethyl-1,3-dioxane-4,6-dione (3.5 g, 12.4 mmol) and then stirred for additional 5 min. After cooling to r.t., PE was added. The precipitate was collected, and dried in vacuo to afford 6-chloro-1,5-naphthyridin-4-ol as off-white solid in 42% yield (0.94 g). m/z 183 (M+H)+

Workup

  1. additionPE was added
  2. customThe precipitate was collected
  3. customdried in vacuo

Sources & evidence

ORD record
ord-40b78aadd52f4207b9972a5be88d9482
Source dataset
uspto-grants-2015_11
Patent number
US09181264B2

Reaction notes

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