Potassium Carbonate → phenyl 1-tert-butyl-1H-pyrazol-4-ylcarbamate

HRID 1918020노트

반응식

HRID 1918020 반응식
[C:1]([N:5]1[CH:9]=[C:8]([NH2:10])[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2].[C:11]1([O:17][C:18](Cl)=[O:19])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C([O-])([O-])=O.[K+].[K+]>C1COCC1>[C:1]([N:5]1[CH:9]=[C:8]([NH:10][C:18](=[O:19])[O:17][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:7]=[N:6]1)([CH3:4])([CH3:3])[CH3:2]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 15891Phenyl chloroformateHCID 134698171-(tert-butyl)-1H-pyrazol-4-amine

생성물 1

HCID 66876267phenyl 1-tert-butyl-1H-pyrazol-4-ylcarbamate수율 89%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution containing 1-tert-butyl-1H-pyrazol-4-amine (0.995 g, 7.16 mmol) in THF (20 mL), phenylchloroformate (1.00 mL, 8.02 mmol) and K2CO3 (1.32 g, 9.52 mmol) were added at room temperature. After stirring overnight, the mixture was filtered and the solid washed with THF. The filtrate was concentrated to dryness and the residue was dissolved in DCM and the organic solution was washed with brine and dried over MgSO4 to yield phenyl 1-tert-butyl-1H-pyrazol-4-ylcarbamate as a solid (1.65 g, 89%). 1H NMR (300 MHz, CDCl3) δ 7.85 (1H, s), 7.30 (6H, m), 1.60 (9H, s).

후처리

  1. additionwere added at room temperature
  2. filtrationthe mixture was filtered
  3. washthe solid washed with THF
  4. concentrationThe filtrate was concentrated to dryness
  5. dissolutionthe residue was dissolved in DCM
  6. washthe organic solution was washed with brine
  7. dry with materialdried over MgSO4

출처 및 근거

ORD 기록
ord-ecb9e2eb5822467fb4bb9b81c64e906d
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618289B2

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