Diethyl Ether → HCID 178445144, compound

HRID 1831052Notes

Reaction equation

HRID 1831052 reaction equation
CC(C)(C)CC(Cl)=O.NC1C=CC(OC)=NC=1.C(OCC)C.Cl.C[O:25][C:26]1[N:31]=[CH:30][C:29]([NH:32][C:33](=[O:39])[CH2:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[CH:28][CH:27]=1>O1CCCC1.CO>[OH:25][C:26]1[N:31]=[CH:30][C:29]([NH:32][C:33](=[O:39])[CH2:34][C:35]([CH3:37])([CH3:36])[CH3:38])=[CH:28][CH:27]=1

Participants

7

Reactant 4

HCID 3283Diethyl EtherHCID 811216-Methoxy-3-pyridinylamineHCID 815143,3-Dimethylbutanoyl chlorideHCID 22047892HCID 22047892, compound

Product 1

HCID 178445144HCID 178445144, compoundYield 35%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

3,3-Dimethylbutyroyl chloride (4.04 g, 30.0 mmol) was added dropwise to a stirred solution of 5-amino-2-methoxypyridine (3.72 g, 30.0 mmol) in tetrahydrofuran (25 mL). After stirring for 1 hour at room temperature, diethyl ether was added and the solid material was isolated by suction. The N-(6-methoxy-pyridin-3-yl)-3,3-dimethyl-butyramide hydrochloride (4.13 g, 15.96 mmol) was heated at 180° C. for 15 minutes. After cooling to room temperature the product was dissolved in methanol. Partial evaporation of the solvent yielded the title compound (1.15 g, 35% yield) as a solid.

Workup

  1. customthe solid material was isolated by suction
  2. temperatureAfter cooling to room temperature the product
  3. customPartial evaporation of the solvent

Sources & evidence

ORD record
ord-c96a3d797caf4c8397c35ea475aef3da
Source dataset
uspto-grants-2006_06
Patent number
US07067517B2

Reaction notes

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