Water → HCID 86601755, 화합물

HRID 1445463노트

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HRID 1445463 반응식
[CH3:1][C@@H:2]1[CH2:7][NH:6][C@@H:5]([CH3:8])[CH2:4][N:3]1[C:9]([O:11][C:12]([CH3:15])([CH3:14])[CH3:13])=[O:10].[F:16][C:17]1[CH:24]=[C:23](F)[CH:22]=[CH:21][C:18]=1[C:19]#[N:20].C(=O)([O-])[O-].[Cs+].[Cs+].O>CN1C(=O)N(C)CC1.C(#N)C>[C:19]([C:18]1[CH:21]=[CH:22][C:23]([N:6]2[C@@H:5]([CH3:8])[CH2:4][N:3]([C:9]([O:11][C:12]([CH3:13])([CH3:15])[CH3:14])=[O:10])[C@H:2]([CH3:1])[CH2:7]2)=[CH:24][C:17]=1[F:16])#[N:20]

참가 물질

7

반응물 4

HCID 962WaterHCID 10796Cesium carbonateHCID 775452,4-DifluorobenzonitrileHCID 24903576tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate

생성물 1

HCID 86601755HCID 86601755, 화합물수율 38.9%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 66611,3-Dimethyl-2-imidazolidinone용매

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온도
120 °C

실험 절차

Into a solution of 9.74 g of tert-butyl (2R,5S)-2,5-dimethylpiperazine-1-carboxylate in 25 ml of DMI and 25 ml of acetonitrile were added 5 g of 2,4-difluorobenzonitrile and 11.4 g of cesium carbonate, followed by 2 days of stirring at 120° C. The reaction solution was poured into water, followed by extraction with ethyl acetate. After the organic layer was washed with saturated saline, it was dried over anhydrous sodium sulfate. The solvent was removed by evaporation and the resulting residue was purified by silica gel column chromatography to obtain 4.66 g of the title compound from an eluate eluted with hexane-ethyl acetate (80:20, v/v).

후처리

  1. extractionfollowed by extraction with ethyl acetate
  2. washAfter the organic layer was washed with saturated saline, it
  3. dry with materialwas dried over anhydrous sodium sulfate
  4. customThe solvent was removed by evaporation
  5. customthe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-916578f4cfb7493db7f9701f61bc38d8
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07666873B2

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