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

HRID 1699937ノート

反応式

HRID 1699937 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].[CH3:46][OH:47]>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:46]([O:44][CH3:43])=[O:47])=[CH:32][CH:33]=2

参加物

7

反応物 4

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

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

反応条件

温度
85 °C

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 placed in an autoclave, and N,N-dimethylformamide (18.6 ml), methanol (14.9 ml) and triethylamine (5.4 ml) were added thereto. The mixture was stirred at 85° C. for 14 hr at 10 atm under a carbon monoxide atmosphere. The reaction mixture was cooled and the solvent was evaporated. To the residue was added methanol (60 ml), and the mixture was heated. The insoluble matter was filtered off while the mixture was hot. The filtrate was concentrated to give the objective compound (2.95 g) as a white powder.

後処理

  1. additionwere added
  2. temperatureThe reaction mixture was cooled
  3. customthe solvent was evaporated
  4. additionTo the residue was added methanol (60 ml)
  5. temperaturethe mixture was heated
  6. filtrationThe insoluble matter was filtered off while the mixture
  7. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-8d1d8a571233441d96663870d795f233
出典データセット
uspto-grants-2002_02
特許番号
US06348474B1

反応ノート

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