Tetrahydrofuran → HCID 66924319、化合物

HRID 1360202ノート

反応式

HRID 1360202 の反応式
ClC(Cl)(Cl)[C:3]1[O:7][N:6]=[C:5]([C:8]2[C:9]([NH:17][CH:18]3[CH:25]4[CH2:26][C:21]5([OH:28])[CH2:22][CH:23]([CH2:27][CH:19]3[CH2:20]5)[CH2:24]4)=[C:10]3[CH:16]=[CH:15][NH:14][C:11]3=[N:12][CH:13]=2)[N:4]=1.[CH2:31]([NH2:33])[CH3:32].CO.C(OCC)(=O)C.O1CCCC1>CN1CCCC1=O.O>[CH2:31]([NH:33][C:3]1[O:7][N:6]=[C:5]([C:8]2[C:9]([NH:17][CH:18]3[CH:19]4[CH2:20][C:21]5([OH:28])[CH2:22][CH:23]([CH2:24][CH:25]3[CH2:26]5)[CH2:27]4)=[C:10]3[CH:16]=[CH:15][NH:14][C:11]3=[N:12][CH:13]=2)[N:4]=1)[CH3:32]

参加物

7

反応物 4

HCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 66924168HCID 66924168、化合物HCID 86635283HCID 86635283、化合物

生成物 1

HCID 66924319HCID 66924319、化合物

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

To a solution of 4-({5-[5-(trichloromethyl)-1,2,4-oxadiazole-3-yl]-1H-pyrrolo[2,3-b]pyridine-4-yl}amino) adamantan-1-ol (80 mg) in 1-methyl-2-pyrrolidinone (1.6 ml) was added ethylamine/methanol solution (2.0M) (1.7 ml) under ice cooling. The reaction solution was stirred for 5 hours under ambient temperature. To the reaction solution were added ethyl acetate, tetrahydrofuran, and water. The mixture was extracted with a mixture solvent of tetrahydrofuran and ethyl acetate, and washed with saturated brine. The organic layer was dried over magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was purified by silica gel (NH silica gel) column chromatography (chloroform:methanol=100:0 to 91:9) to obtain 4-({5-[5-(ethylamino)-1,2,4-oxadiazole-3-yl]-1H -pyrrolo[2,3-b]pyridine-4-yl}amino)adamantan-1-ol (50 mg) as a yellow solid.

後処理

  1. extractionThe mixture was extracted with a mixture solvent of tetrahydrofuran and ethyl acetate
  2. washwashed with saturated brine
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customThe residue was purified by silica gel (NH silica gel) column chromatography (chloroform:methanol=100:0 to 91:9)

出典と根拠

ORDレコード
ord-d4a9395292e74f5c8cf20267b1527566
出典データセット
uspto-grants-2011_02
特許番号
US07879844B2

反応ノート

読み込み中…