Benzyl Bromide → HCID 14210911, compound

HRID 1199960Notes

Reaction equation

HRID 1199960 reaction equation
Cl.[NH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH3:20])[NH:12][C:11]2[CH2:21][O:22][C:23](=[O:24])[C:10]1=2.[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:25]([NH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])=[C:13]([CH3:20])[NH:12][C:11]2[CH2:21][O:22][C:23](=[O:24])[C:10]1=2)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 19864468HCID 19864468, compound

Product 1

HCID 14210911HCID 14210911, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

3.5 g (10 mmol) of ethyl 4-(2-aminophenyl)-2-methyl-5-oxo-1,4,5,7-tetrahydrofuro[3,4-b]pyridine-3-carboxylate hydrochloride and 1.4 ml (11 mmol) of benzyl bromide are dissolved in 50 ml of absolute acetone, 1.4 g of potassium carbonate are added, and the mixture is stirred overnight at room temperature. The mixture is concentrated, water is added, and the product is filtered off under suction and recrystallized from methanol.

Workup

  1. concentrationThe mixture is concentrated
  2. additionwater is added
  3. filtrationthe product is filtered off under suction
  4. customrecrystallized from methanol

Sources & evidence

ORD record
ord-02e08bf293e4419eb665902bf03f214d
Source dataset
uspto-grants-1990_02
Patent number
US04904665

Reaction notes

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