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

HRID 1072917노트

반응식

HRID 1072917 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].[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 167845palladium(II) acetate촉매HCID 8471Triethylamine용매

반응 조건

온도
85 °C

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 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.

후처리

  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

출처 및 근거

ORD 기록
ord-cda1b0a2bd7c431eb35bf83745d2db7a
출처 데이터셋
uspto-grants-2005_06
특허 번호
US06911469B2

반응 노트

불러오는 중…