Benzaldehyde → HCID 87408579, compound

HRID 1404606Notes

Reaction equation

HRID 1404606 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[N:10]([NH2:11])[CH:9]=[CH:8][C:5]2=[N:6][CH:7]=1.[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[Br:1][C:2]1[CH:3]=[C:4]2[N:10](/[N:11]=[CH:12]/[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH:9]=[CH:8][C:5]2=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 58532315HCID 58532315, compound

Product 1

HCID 87408579HCID 87408579, compoundYield 46%

Conditions

Temperature
60 °C

Procedure

A mixture of 6-bromo-1H-pyrrolo[3,2-b]pyridin-1-amine (200 mg, 0.95 mmol) and benzaldehyde (120 mg, 1.2 eq) was heated to 60° C. for 10 min. Heptanes (2.0 ml) was added and the mixture was heated to reflux for 10 min. The product was purified by column chromatography (heptane:EtOAc=1:1) to yield a grey solid (130 mg, yield 46%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 10 min
  3. customThe product was purified by column chromatography (heptane:EtOAc=1:1)

Sources & evidence

ORD record
ord-9bb9d5cd9fa3466c905557333a915c64
Source dataset
uspto-grants-2014_12
Patent number
US08912330B2

Reaction notes

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