Water → (3E)-3-[4-{6-[(2,3-dihydroxypropyl)(methyl)amino]pyridin-3-yl}-5,5-dimethylfuran-2(5H)-ylidene]-5,6-difluoro-1,3-dihydro-2H-indol-2-one

HRID 2196163노트

반응식

HRID 2196163 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][C:10]=1[F:11])[NH:7][C:6](=[O:12])/[C:5]/2=[C:13]1/[O:14][C:15]([CH3:26])([CH3:25])[C:16]([C:18]2[CH:19]=[N:20][C:21](F)=[CH:22][CH:23]=2)=[CH:17]/1.[CH3:27][NH:28][CH2:29][CH:30]([OH:33])[CH2:31][OH:32].O>CN(C=O)C>[OH:33][CH:30]([CH2:31][OH:32])[CH2:29][N:28]([CH3:27])[C:21]1[N:20]=[CH:19][C:18]([C:16]2[C:15]([CH3:26])([CH3:25])[O:14]/[C:13](=[C:5]3/[C:6](=[O:12])[NH:7][C:8]4[C:4]/3=[CH:3][C:2]([F:1])=[C:10]([F:11])[CH:9]=4)/[CH:17]=2)=[CH:23][CH:22]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 27341223-(Methylamino)propane-1,2-diolHCID 58926319(3E)-5,6-difluoro-3-[4-(6-fluoropyridin-3-yl)-5,5-dimethylfuran-2(5H)-ylidene]-1,3-dihydro-2H-indol-2-one

생성물 1

HCID 24968779(3E)-3-[4-{6-[(2,3-dihydroxypropyl)(methyl)amino]pyridin-3-yl}-5,5-dimethylfuran-2(5H)-ylidene]-5,6-difluoro-1,3-dihydro-2H-indol-2-one

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
100 °C

실험 절차

A mixture of (3E)-5,6-difluoro-3-[4-(6-fluoropyridin-3-yl)-5,5-dimethylfuran-2(5H)-ylidene]-1,3-dihydro-2H-indol-2-one (50 mg, 0.14 mmol) and 3-methylamino-1,2-propanediol (50 mg, 0.48 mmol) in 5 mL of DMF was heated in 100° C. bath under nitrogen for 16 hours. The mixture was cooled to room temp and poured into 100 mL of water. The precipitates were filtered, washed with water and dried in vacuo to give (3E)-3-[4-{6-[(2,3-dihydroxypropyl)(methyl)amino]pyridin-3-yl}-5,5-dimethylfuran-2(5H)-ylidene]-5,6-difluoro-1,3-dihydro-2H-indol-2-one as a brown solid. Yield: 51 mg, 82%.

후처리

  1. temperatureThe mixture was cooled to room temp
  2. filtrationThe precipitates were filtered
  3. washwashed with water
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-66a5341109104d758adb4538d2b418cf
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08338415B2

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