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Cesium carbonate → 2-(1-(3-(2-(4-Morpholinophenylamino)pyrimidin-4-ylthio)benzyl)-1H-imidazol-4-yl)acetonitrile

HRID 577419
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HRID 577419 반응식
Br[CH2:2][C:3]1[CH:4]=[C:5]([S:9][C:10]2[CH:15]=[CH:14][N:13]=[C:12]([NH:16][C:17]3[CH:22]=[CH:21][C:20]([N:23]4[CH2:28][CH2:27][O:26][CH2:25][CH2:24]4)=[CH:19][CH:18]=3)[N:11]=2)[CH:6]=[CH:7][CH:8]=1.[C:29]([CH2:31][C:32]1[N:33]=[CH:34][NH:35][CH:36]=1)#[N:30].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[O:26]1[CH2:27][CH2:28][N:23]([C:20]2[CH:21]=[CH:22][C:17]([NH:16][C:12]3[N:11]=[C:10]([S:9][C:5]4[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=4)[CH2:2][N:35]4[CH:36]=[C:32]([CH2:31][C:29]#[N:30])[N:33]=[CH:34]4)[CH:15]=[CH:14][N:13]=3)=[CH:18][CH:19]=2)[CH2:24][CH2:25]1
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 594917074-(3-(Bromomethyl)phenylthio)-N-(4-morpholinophenyl)pyrimidin-2-amineHCID 178510863HCID 178510863, 화합물

생성물 1

HCID 594914482-(1-(3-(2-(4-Morpholinophenylamino)pyrimidin-4-ylthio)benzyl)-1H-imidazol-4-yl)acetonitrile수율 47%

시약·촉매·용매 1

HCID 6228Dimethylformamide
용매

실험 절차

To a stirred mixture of 4-(3-(bromomethyl)phenylthio)-N-(4-morpholinophenyl)pyrimidin-2-amine (100 mg, 0.22 mmol) and 4-cyanomethyl imidazole (47 mg, 0.44 mmol) in dimethyl formamide (2 mL), was added cesium carbonate (154 mg, 0.44 mmol) in one portion. The mixture was stirred at room temperature for 16 hours. It was filtered to remove any inorganic material, and the dimethyl formamide solution was concentrated in vacuo. The residue was column chromatographed on the silica gel using methanol:dichloromethane (4:96) as eluant to give the product (50 mg, 47%).

후처리

  1. filtrationIt was filtered
  2. customto remove any inorganic material
  3. concentrationthe dimethyl formamide solution was concentrated in vacuo
  4. customchromatographed on the silica gel

출처 및 근거

ORD 기록
ord-049bc2d20f9147bfba18a025b2b298e8
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09040549B2

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