Water → HCID 68838889, 화합물

HRID 2105765노트

반응식

HRID 2105765 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[NH:9][C:10]([CH3:16])=[C:11]([C:13]([OH:15])=O)[N:12]=1.CN(C(ON1[N:33]=[N:32][C:27]2C=[CH:29][CH:30]=[CH:31][C:26]1=2)=[N+](C)C)C.[B-](F)(F)(F)F.NN1CCCCC1.O>CN(C=O)C>[N:32]1([NH:33][C:13]([C:11]2[N:12]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[NH:9][C:10]=2[CH3:16])=[O:15])[CH2:29][CH2:30][CH2:31][CH2:26][CH2:27]1

참가 물질

6

반응물 4

HCID 962WaterHCID 166581-AminopiperidineHCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 434450792-(2-Chlorophenyl)-5-methyl-1H-imidazole-4-carboxylic acid

생성물 1

HCID 68838889HCID 68838889, 화합물수율 83.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 1 g of 2-(2-chloro-phenyl)-5-methyl-1H-imidazole-4-carboxylic acid in 10 ml of DMF was added 1.36 g of TBTU and 3.6 ml of Hünigs' base and the reaction mixture was stirred for 1 minute. Then 0.46 ml of 1-aminopiperidin was added and the reaction mixture was stirred for 1.5 hour at room temperature. After such time the reaction mixture was poured onto 200 ml of water and extracted with ethyl acetate (2×200 ml). The combined organic extracts were then washed with water (2×100 ml) and brine (50 ml), dried (MgSO4) and concentrated in vacuo to yield an oil which crystallized on standing. The residue was then triturated with heptane, the solid was filtered and dried to yield 1.12 g of the title compound, MS (ISP) 319.0 (M+H)+.

후처리

  1. stirringthe reaction mixture was stirred for 1.5 hour at room temperature
  2. extractionextracted with ethyl acetate (2×200 ml)
  3. washThe combined organic extracts were then washed with water (2×100 ml) and brine (50 ml)
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo
  6. customto yield an oil which
  7. customcrystallized
  8. customThe residue was then triturated with heptane
  9. filtrationthe solid was filtered
  10. customdried

출처 및 근거

ORD 기록
ord-c5072cb94aa34f1991817ea36b688898
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07579369B2

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