Tetrahydrofuran → HCID 66924319, 화합물

HRID 1360202노트

반응식

HRID 1360202 반응식
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]

참가 물질

7

반응물 4

HCID 8028TetrahydrofuranHCID 8857Ethyl AcetateHCID 66924168HCID 66924168, 화합물HCID 86635283HCID 86635283, 화합물

생성물 1

HCID 66924319HCID 66924319, 화합물

시약·촉매·용매 2

HCID 962Water용매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-d4a9395292e74f5c8cf20267b1527566
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879844B2

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