Water → HCID 22144792, compound

HRID 1824968Notes

Reaction equation

HRID 1824968 reaction equation
[CH3:1][C:2]([C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[C:9]([F:16])[CH:8]=1)([CH3:6])[C:3]([NH2:5])=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>O1CCCC1>[CH3:6][C:2]([C:7]1[C:15]2[O:14][CH:13]=[CH:12][C:11]=2[CH:10]=[C:9]([F:16])[CH:8]=1)([CH3:1])[CH2:3][NH2:5]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 221449242-Methyl-2-(5-fluorobenzofur-7-yl)propionamide

Product 1

HCID 22144792HCID 22144792, compoundYield 18%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 0.11 gm (0.49 mMol) 2-methyl-2-(5-fluorobenzofur-7-yl)propionamide and 0.02 gm (0.49 mMol) lithium aluminium hydride in 2 mL tetrahydrofuran was stirred at room temperature for 1 hour. The reaction mixture was then treated sequentially with 38 μL water, 38 μL 15% sodium hydroxide, and 0.11 μL water. The reaction mixture was stirred vigorously for 1 hour and was then filtered. The filtrate was concentrated under reduced pressure to provide 0.018 gm (18%) 2-methyl-2-(5-fluorobenzofur-7-yl)-1-aminopropane. The hydrochloride salt was prepared to provide the title compound.

Workup

  1. stirringThe reaction mixture was stirred vigorously for 1 hour
  2. filtrationwas then filtered
  3. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4358dd3996e94f728007186e4db0099c
Source dataset
uspto-grants-2006_05
Patent number
US07045545B1

Reaction notes

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