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

HRID 1368238노트

반응식

HRID 1368238 반응식
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

참가 물질

8

반응물 5

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

생성물 1

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

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 8471Triethylamine용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8f9af6b96fbd43b0bfee90504e379a47
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06573274B1

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