Dichloromethane → HCID 58611970, compound

HRID 751269Notes

Reaction equation

HRID 751269 reaction equation
C(O[C:4]([C:6]1[N:10]2[CH:11]=[C:12]([Br:15])[CH:13]=[CH:14][C:9]2=[N:8][CH:7]=1)=[O:5])C.[CH3:16][N:17]([CH3:21])[CH2:18][CH2:19][NH2:20].ClCCl>CO>[CH3:16][N:17]([CH3:21])[CH2:18][CH2:19][NH:20][C:4]([C:6]1[N:10]2[CH:11]=[C:12]([Br:15])[CH:13]=[CH:14][C:9]2=[N:8][CH:7]=1)=[O:5]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 66053N,N-DimethylethylenediamineHCID 22031055Ethyl 6-bromoimidazo[1,2-a]pyridine-3-carboxylate

Product 1

HCID 58611970HCID 58611970, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Add 6-bromo-imidazo[1,2-a]pyridine-3-carboxylic acid ethyl ester (0.11 g, 0.41 mmol) to a sealed tube containing N,N-dimethyl-ethane-1,2-diamine (5 mL). Heat the reaction at 150° C. for 24 h. Flash chromatography using appropriate mixtures of dichloromethane/2M ammonia in methanol gives 0.14 g of the product as a yellow oil. This material is progressed further without characterization. MS ES− m/e 269.0, 311.0 (M−1).

Workup

  1. temperatureHeat
  2. customthe reaction at 150° C. for 24 h

Sources & evidence

ORD record
ord-61c0187ea9394d578d6eca38e3dbcad0
Source dataset
uspto-grants-2008_07
Patent number
US07405299B2

Reaction notes

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