1H-Pyrrolo(2,3-b)pyridine → HCID 22038579, compound

HRID 914943Notes

Reaction equation

HRID 914943 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[CH:3]=[CH:2]1.[CH3:10][N+:11]([CH3:13])=[CH2:12].[I-:14]>C(O)(=O)C>[IH:14].[CH3:10][N:11]([CH2:13][C:3]1[C:4]2[C:9](=[N:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1)[CH3:12]

Participants

4

Reactant 2

HCID 92221H-Pyrrolo(2,3-b)pyridineHCID 2724133Dimethyl(methylene)ammounium iodide

Product 1

HCID 22038579HCID 22038579, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
65 °C

Procedure

7-Azaindole (5.05 g, 43 mmol) and Eschenmoser's salt (N,N-dimethylmethyleneammonium iodide; 8.48 g, 45 mmol) are combined in 100 ml of glacial acetic acid. After heating at 65° C. for 1 hour, the reaction mixture is concentrated in vacuo. The resulting solid is triturated with ethyl acetate, filtered and dried in vacuo to give 3-dimethylaminomethyl-1H-7-azaindole hydroiodide in quantitative yield.

Workup

  1. concentrationthe reaction mixture is concentrated in vacuo
  2. customThe resulting solid is triturated with ethyl acetate
  3. filtrationfiltered
  4. customdried in vacuo

Sources & evidence

ORD record
ord-70bdad6bd2034f32a012c35e94958c8c
Source dataset
uspto-grants-2007_09
Patent number
US07265127B2

Reaction notes

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