Glutaric anhydride → HCID 22047823, compound

HRID 1179691Notes

Reaction equation

HRID 1179691 reaction equation
[C:1]1(=[O:8])[O:7][C:5](=O)[CH2:4][CH2:3][CH2:2]1.[NH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH3:17])=[N:14][CH:15]=1.S(Cl)([Cl:20])=O>ClCCl>[CH3:17][O:16][C:13]1[N:14]=[CH:15][C:10]([NH:9][C:5]([CH2:4][CH2:3][CH2:2][C:1]([Cl:20])=[O:8])=[O:7])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 7940Glutaric anhydrideHCID 24386Thionyl ChlorideHCID 811216-Methoxy-3-pyridinylamine

Product 1

HCID 22047823HCID 22047823, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Glutaric anhydride (1.14 g, 10.0 mmol) was added to a solution of 5-amino-2-methoxypyridine (1.24 g, 10.0 mmol) in dichloromethane (25 mL). After standing for 1 hour at room temperature, thionyl chloride (5.95 g, 50.0 mmol) was added, followed by heating to reflux for 0.5 hour. The solvent and excess thionyl chloride were evaporated in vacuo, yielding 4-(6-methoxy-pyridin-3-ylcarbamoyl)-butyryl chloride, which was used without further purification.

Workup

  1. temperatureby heating
  2. temperatureto reflux for 0.5 hour
  3. customThe solvent and excess thionyl chloride were evaporated in vacuo

Sources & evidence

ORD record
ord-d47726c88a764d24b8d8284b44428c9b
Source dataset
uspto-grants-2007_10
Patent number
US07279470B2

Reaction notes

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