Sodium hydride → 3-Bromo-1-(3-fluoro-4-methyl-benzyl)pyrrolidin-2-one

HRID 1507171Notes

Reaction equation

HRID 1507171 reaction equation
[H-].[Na+].[Br:3][CH:4]([CH2:17][CH2:18]Br)[C:5]([NH:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([F:16])[CH:10]=1)=[O:6]>O1CCCC1>[Br:3][CH:4]1[CH2:17][CH2:18][N:7]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([CH3:15])=[C:11]([F:16])[CH:10]=2)[C:5]1=[O:6]

Participants

4

Reactant 2

HCID 24758Sodium hydrideHCID 1182075342,4-dibromo-N-(3-fluoro-4-methylbenzyl)butanamide

Product 1

HCID 1182075963-Bromo-1-(3-fluoro-4-methyl-benzyl)pyrrolidin-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirring suspension of NaH (0.76 g, 19 mmol) in tetrahydrofuran (50 mL) was added dropwise over ˜½ hour a solution of 2,4-dibromo-N-(3-fluoro-4-methylbenzyl)butanamide (4.5 g, 12.2 mmol) in tetrahydrofuran (30 mL) and the resulting mixture was stirred at room temperature overnight. The reaction mixture was then filtered and the solvent evaporated.

Workup

  1. filtrationThe reaction mixture was then filtered
  2. customthe solvent evaporated

Sources & evidence

ORD record
ord-d713d9e6fa9d43a2a9fc14d9a9211905
Source dataset
uspto-grants-2015_12
Patent number
US09221796B2

Reaction notes

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