Butyl isocyanate → HCID 54043146、化合物

HRID 1029733ノート

反応式

HRID 1029733 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:32]=[C:33]=[O:34])[CH2:29][CH2:30][CH3:31]>O1CCCC1>[CH2:28]([NH:32][C:33](=[O:34])[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])[CH2:29][CH2:30][CH3:31]

参加物

5

反応物 3

HCID 8110Butyl isocyanateHCID 11430Potassium CarbonateHCID 190723493-Methyl-1-[propyl(pyridin-4-yl)amino]-1H-indol-5-ol

生成物 1

HCID 54043146HCID 54043146、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution consisting of 3-methyl-1-(propyl-4-pyridinylamino)-1H-indol-5-ol (2.11 g) and tetrahydrofuran (50 ml) was added milled K2CO3 (1.09 g), followed by dropwise addition of butyl isocyanate (0.93 ml) at room temperature under nitrogen. Stirring was continued for 2.0 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 2.65 g of the desired carbamate as an oil. This oil was dissolved in a small amount of EtOAc and diluted with ether, whereupon the product crystallized as a white powder, m.p. 120°-122° C.

後処理

  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)

出典と根拠

ORDレコード
ord-1789c13dc0fe425fa73534cc70e03c96
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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