Iodoethane → HCID 57749308, compound

HRID 1874358Notes

Reaction equation

HRID 1874358 reaction equation
[H-].[Na+].[CH3:3][C:4]1[C:5]([C:9]([O:11]C)=[O:10])=[CH:6][NH:7][CH:8]=1.I[CH2:14][CH3:15].[OH-].[Na+]>C(O)C.CN(C)C=O>[CH2:14]([N:7]1[CH:8]=[C:4]([CH3:3])[C:5]([C:9]([OH:11])=[O:10])=[CH:6]1)[CH3:15]

Participants

7

Reactant 4

HCID 6340IodoethaneHCID 14798Sodium HydroxideHCID 24758Sodium hydrideHCID 15274278Methyl 4-methyl-1H-pyrrole-3-carboxylate

Product 1

HCID 57749308HCID 57749308, compoundYield 73.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Procedure

In the same manner as in Reference Example 37 and using 60% sodium hydride (340 mg, 8.62 mmol), N,N-dimethylformamide (25 mL), methyl 4-methyl-1H-pyrrole-3-carboxylate (1.00 g, 7.19 mmol), iodoethane (860 μL, 10.8 mmol), ethanol (6 mL) and 8N aqueous sodium hydroxide solution (1.8 mL) as starting materials, the title compound (805 mg, 73%) was obtained as a white solid.

Sources & evidence

ORD record
ord-43842207cfb34af8933ccf98abbae266
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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