Potassium Carbonate → HCID 67903146、化合物

HRID 1029735ノート

反応式

HRID 1029735 の反応式
[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+].[CH2:28]([N:35]=[C:36]=[O:37])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1>O1CCCC1>[C:29]1([CH2:28][NH:35][C:36](=[O:37])[O:11][C:8]2[CH:9]=[C:10]3[C:5](=[CH:6][CH:7]=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]=[C:2]3[CH3:1])[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 76639Benzyl isocyanateHCID 190723493-Methyl-1-[propyl(pyridin-4-yl)amino]-1H-indol-5-ol

生成物 1

HCID 67903146HCID 67903146、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution consisting of 3-methyl-1-(propyl-4-pyridinylamino)-1H-indol-5-ol (1.80 g) and tetrahydrofuran (43 ml) were added with stirring at room temperature milled potassium carbonate (0.93 g) and benzyl isocyanate (0.87 ml). Stirring was continued under nitrogen for 16 hours. The mixture was filtered through a pad of celite and the solids washed with ethyl acetate. Concentration followed by purification via flash column chromatography (silica gel, 2% Et3N/EtOAc) afforded 2.28 g of the desired carbamate. Recrystallization from ether gave a highly crystalline solid, m.p. 149°-151° C.

後処理

  1. additionwere added
  2. stirringStirring
  3. filtrationThe mixture was filtered through a pad of celite
  4. washthe solids washed with ethyl acetate
  5. concentrationConcentration
  6. customfollowed by purification via flash column chromatography (silica gel, 2% Et3N/EtOAc)

出典と根拠

ORDレコード
ord-53b89dbbc68f424785d8e3ba896f00c2
出典データセット
uspto-grants-1992_04
特許番号
US05102891

反応ノート

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