Potassium Carbonate → HCID 68509534, 화합물

HRID 1716591노트

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HRID 1716591 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH3:11])[CH:7]=[CH:8][C:9]=1F)([O-:3])=[O:2].[NH2:12][CH:13]1[CH2:18][CH2:17][N:16]([C:19]([O:21][C:22]([CH3:25])([CH3:24])[CH3:23])=[O:20])[CH2:15][CH2:14]1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[C:22]([O:21][C:19]([N:16]1[CH2:17][CH2:18][CH:13]([NH:12][C:9]2[CH:8]=[CH:7][C:6]([CH3:11])=[CH:5][C:4]=2[N+:1]([O-:3])=[O:2])[CH2:14][CH2:15]1)=[O:20])([CH3:25])([CH3:23])[CH3:24]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 1362874-Fluoro-3-nitrotolueneHCID 12682914-Amino-1-Boc-piperidine

생성물 1

HCID 68509534HCID 68509534, 화합물

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
85 °C

실험 절차

To a 100 mL round bottom flask was added 3-nitro-4-fluorotoluene (1.55 g, 10 mmol), 4-amino-1-N-Boc-piperidine (2.40 g, 12 mmol), powder K2CO3 (2.76 g, 20 mmol) and dry DMF (30 mL). The mixture was stirred at 85° C. overnight. Solvents were evaporated under reduced pressure. The residue was extracted with ethyl acetate and the combined organic layers were washed with brine. The organic layer was dried over Na2SO4 and filtered. Removal of solvents under reduced pressure gave an oil residue. 4-(4-methyl-2-nitrophenylamino)-piperidine-1-carboxylic acid tert-butyl ester was isolated as a solid (3.13 g, 94%) from Biotage flash column chromatography using hexanes and ethyl acetate (3/1 ratio).

후처리

  1. customSolvents were evaporated under reduced pressure
  2. extractionThe residue was extracted with ethyl acetate
  3. washthe combined organic layers were washed with brine
  4. dry with materialThe organic layer was dried over Na2SO4
  5. filtrationfiltered
  6. customRemoval of solvents under reduced pressure
  7. customgave an oil residue

출처 및 근거

ORD 기록
ord-6b41f6759c674283ac0d42738c30552b
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803816B2

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