Methanol → Methyl 2-methyl-3h-imidazo[4,5-b]pyridine-5-carboxylate

HRID 1368238ノート

反応式

HRID 1368238 の反応式
C1(P(C2C=CC=CC=2)CCCP(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.Br[C:31]1[N:36]=[C:35]2[N:37]=[C:38]([CH3:40])[NH:39][C:34]2=[CH:33][CH:32]=1.CN(C)[CH:43]=[O:44].[C]=O.[CH3:48][OH:49]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C(N(CC)CC)C>[CH3:40][C:38]1[NH:39][C:34]2[C:35]([N:37]=1)=[N:36][C:31]([C:48]([O:44][CH3:43])=[O:49])=[CH:32][CH:33]=2

参加物

8

反応物 5

HCID 887MethanolHCID 6228DimethylformamideHCID 812191,3-Bis(diphenylphosphino)propaneHCID 223879615-bromo-2-methyl-3H-imidazo[4,5-b]pyridineHCID 178418416HCID 178418416、化合物

生成物 1

HCID 22387777Methyl 2-methyl-3h-imidazo[4,5-b]pyridine-5-carboxylate

試薬・触媒・溶媒 2

HCID 167845palladium(II) acetate触媒HCID 8471Triethylamine溶媒

実験手順

Palladium acetate (1.18 g), 1,3-bis(diphenylphosphino)propane (2.31 g) and 5-bromo-2-methyl-1H-imidazo[4,5-b]pyridine (3.72 g) were charged in an autoclave, and N,N-dimethylformamide (18.6 ml), methanol (14.9 ml) and triethylamine (5.4 ml) were added. The mixture was stirred at 85° C. for 14 hr in a 10 atm. carbon monoxide atmosphere. The reaction mixture was allowed to cool and the solvent was evaporated. Methanol (60 ml) was added to the residue and heated, and the insoluble matter was filtered off while hot. The filtrate was concentrated to give methyl 2-methyl-1H-imidazo[4,5-b]pyridine-5-carboxylate (2.95 g) as a white powder.

後処理

  1. additionwere added
  2. temperatureto cool
  3. customthe solvent was evaporated
  4. additionMethanol (60 ml) was added to the residue
  5. temperatureheated
  6. filtrationthe insoluble matter was filtered off while hot
  7. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-8f9af6b96fbd43b0bfee90504e379a47
出典データセット
uspto-grants-2003_06
特許番号
US06573274B1

反応ノート

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