Methyl 3-bromo-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-carboxylate → 6-(Pyrrolidinylcarbonyl)-3-bromo-9H-dipyrido[2,3-b:4',3'-d]pyrrole

HRID 1506010Notes

Reaction equation

HRID 1506010 reaction equation
CO[C:3]([C:5]1[N:13]=[CH:12][C:11]2[NH:10][C:9]3[N:14]=[CH:15][C:16]([Br:18])=[CH:17][C:8]=3[C:7]=2[CH:6]=1)=[O:4]>N1CCCC1>[N:10]1([C:3]([C:5]2[N:13]=[CH:12][C:11]3[NH:10][C:9]4[N:14]=[CH:15][C:16]([Br:18])=[CH:17][C:8]=4[C:7]=3[CH:6]=2)=[O:4])[CH2:11][CH2:7][CH2:8][CH2:9]1

Participants

3

Reactant 1

HCID 58266719Methyl 3-bromo-9H-pyrrolo[2,3-b:5,4-c']dipyridine-6-carboxylate

Product 1

HCID 582665346-(Pyrrolidinylcarbonyl)-3-bromo-9H-dipyrido[2,3-b:4',3'-d]pyrrole

Reagents, catalysts & solvents 1

HCID 31268PyrrolidineSolvent

Procedure

3-Bromo-9H-dipyrido[2,3-b;4′,3′-d]pyrrole-6-carboxylic acid methyl ester (140 mg, 0.458 mmol) was dissolved in pyrrolidine (6 mL) and the mixture heated to reflux for 2 h. The mixture was allowed to cool and concentrated in vacuo to afford a bright orange oily solid. The residue was used without purification.

Workup

  1. temperaturethe mixture heated
  2. temperatureto reflux for 2 h
  3. temperatureto cool
  4. concentrationconcentrated in vacuo
  5. customto afford a bright orange oily solid
  6. customThe residue was used without purification

Sources & evidence

ORD record
ord-4ad47a96fea7437cb5b61eb2d4943965
Source dataset
uspto-grants-2015_12
Patent number
US09216980B2

Reaction notes

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