Diethyl Ether → 2-ethoxycarbonyl-5-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridinium iodide

HRID 1033748Notes

Reaction equation

HRID 1033748 reaction equation
[CH2:1]1[C:9]2[CH:8]=[CH:7][N:6]=[CH:5][C:4]=2[CH2:3][N:2]1[C:10]([O:12][CH2:13][CH3:14])=[O:11].C[I:16].[CH2:17](OCC)C>C(#N)C>[I-:16].[CH2:13]([O:12][C:10]([NH+:2]1[CH2:1][C:9]2[CH:8]=[CH:7][N:6]([CH3:17])[CH2:5][C:4]=2[CH2:3]1)=[O:11])[CH3:14]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 18953633ethyl 1H-pyrrolo[3,4-c]pyridine-2(3H)-carboxylate

Product 1

HCID 678240962-ethoxycarbonyl-5-methyl-2,3-dihydro-1H-pyrrolo[3,4-c]pyridinium iodide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

9.6 g (50 mmol) of ethyl 2,3-dihydro-1H-pyrrolo-[3,4-c]pyridine-2-carboxylate and 6.3 ml (100 mmol) of methyl iodide are refluxed for 15 hours in 50 ml of acetonitrile. The batch is poured into diethyl ether, and the salt which has precipitated is filtered off with suction and dried in the air.

Workup

  1. customthe salt which has precipitated
  2. filtrationis filtered off with suction
  3. customdried in the air

Sources & evidence

ORD record
ord-59124bde501248bdb147f9bb83755fba
Source dataset
uspto-grants-1994_05
Patent number
US05312823

Reaction notes

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