Ethyl cyanoacetate → HCID 68497712, compound

HRID 1260595Notes

Reaction equation

HRID 1260595 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][N:8]=2)[C:3]([CH:10]=O)=[CH:2]1.[C:12]([CH2:14][C:15]([O:17][CH2:18]C)=[O:16])#[N:13]>CO>[CH3:18][O:17][C:15](=[O:16])[C:14]([C:12]#[N:13])=[CH:10][C:3]1[C:4]2[C:9](=[N:8][CH:7]=[CH:6][CH:5]=2)[NH:1][CH:2]=1

Participants

4

Reactant 2

HCID 7764Ethyl cyanoacetateHCID 53728121H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde

Product 1

HCID 68497712HCID 68497712, compoundYield 77.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

7-azaindole-3-carboxaldehyde (3.36 g, 22.99 mmol) was taken in 60 ml of methanol and cooled to 0° C. Pipepridine (2.5 ml, 25.28 mmol) was added followed by ethyl cyanoacetate (2.23 ml, 25.27 mmol). The reaction was stirred at RT for 5 hrs then concentrated quenched with water and filtered to give a yellow solid product (4.07 g).

Workup

  1. additionPipepridine (2.5 ml, 25.28 mmol) was added
  2. concentrationthen concentrated
  3. customquenched with water
  4. filtrationfiltered

Sources & evidence

ORD record
ord-01dd7aaa725541639080c6ad1290d754
Source dataset
uspto-grants-2013_06
Patent number
US08470849B2

Reaction notes

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