Ammonium Acetate → HCID 58092312, compound

HRID 1918505Notes

Reaction equation

HRID 1918505 reaction equation
Cl[C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[C:15]([F:16])=[CH:14][C:13]([F:17])=[CH:12][N:11]=2)[CH:5]=[CH:4][N:3]=1.C([O-])(=[O:20])C.[NH4+]>C(O)=O>[F:16][C:15]1[C:10]([CH2:9][O:8][C:6]2[CH:5]=[CH:4][NH:3][C:2](=[O:20])[CH:7]=2)=[N:11][CH:12]=[C:13]([F:17])[CH:14]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 580922842-((2-Chloropyridin-4-yloxy)methyl)-3,5-difluoropyridine

Product 1

HCID 58092312HCID 58092312, compoundYield 63.8%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

2-((2-Chloropyridin-4-yloxy)methyl)-3,5-difluoropyridine (3.42 g, 13.3 mmol) and ammonium acetate (20.5 g, 267 mmol) were heated to 110° C. in formic acid (45 mL) for 5 days. The mixture was concentrated to remove most of the liquid and then adjusted to pH 8 with saturated NaHCO3 solution. The solid was filtered off to provide the title compound (2.02 g, 63%) as a white solid: ESI MS m/z 239 [M+H]+.

Workup

  1. concentrationThe mixture was concentrated
  2. customto remove most of the liquid
  3. filtrationThe solid was filtered off

Sources & evidence

ORD record
ord-47d61dc8708241429ac8ba95e1f8cca7
Source dataset
uspto-grants-2013_12
Patent number
US08618299B2

Reaction notes

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