Potassium Carbonate → HCID 54314594, 화합물

HRID 1029732노트

반응식

HRID 1029732 반응식
[CH3:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([OH:11])[CH:9]=2)[N:4]([N:12]([CH2:19][CH2:20][CH3:21])[C:13]2[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=2)[CH:3]=1.C([O-])([O-])=O.[K+].[K+].[CH3:28][N:29]=[C:30]=[O:31]>O1CCCC1>[CH3:28][NH:29][C:30](=[O:31])[O:11][C:8]1[CH:9]=[C:10]2[C:5](=[CH:6][CH:7]=1)[N:4]([N:12]([CH2:19][CH2:20][CH3:21])[C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1)[CH:3]=[C:2]2[CH3:1]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 12228Methyl IsocyanateHCID 190723493-Methyl-1-[propyl(pyridin-4-yl)amino]-1H-indol-5-ol

생성물 1

HCID 54314594HCID 54314594, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution consisting of 3-methyl-1-(propyl-4-pyridinylamino)-1H-indol-5-ol (2.06 g) and tetrahydrofuran (49 ml) was added milled K2CO3 (1.06 g) followed by dropwise addition of methyl isocyanate (0.48 ml) at room temperature under nitrogen. Stirring was continued for 2.3 hours at which time the reaction mixture was filtered through a pad of celite and the solids washed with EtOAc. Concentration afforded the crude product. Purification via flash column chromatography (silica gel, 2% Et3N/EtOAc) afforded 2.30 g of the desired carbamate as an oil. The product was crystallized from ether, m.p. 147°-149° C.

후처리

  1. additionwas added
  2. filtrationthe reaction mixture was filtered through a pad of celite
  3. washthe solids washed with EtOAc
  4. concentrationConcentration
  5. customafforded the crude product
  6. customPurification via flash column chromatography (silica gel, 2% Et3N/EtOAc)

출처 및 근거

ORD 기록
ord-e269920b89c042c3bb3b39247b94d801
출처 데이터셋
uspto-grants-1992_04
특허 번호
US05102891

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