Imidazole → 1-(2-(tert-butyldiphenylsilyloxy)ethyl)-1H-pyrazol-5-amine

HRID 1426976노트

반응식

HRID 1426976 반응식
[NH2:1][C:2]1[N:6]([CH2:7][CH2:8][OH:9])[N:5]=[CH:4][CH:3]=1.N1C=CN=C1.[C:15]([Si:19](Cl)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([CH3:18])([CH3:17])[CH3:16]>CN(C=O)C>[Si:19]([O:9][CH2:8][CH2:7][N:6]1[C:2]([NH2:1])=[CH:3][CH:4]=[N:5]1)([C:15]([CH3:18])([CH3:17])[CH3:16])([C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 94078tert-ButyldiphenylchlorosilaneHCID 3202812-(5-amino-1H-pyrazol-1-yl)ethan-1-ol

생성물 1

HCID 674711071-(2-(tert-butyldiphenylsilyloxy)ethyl)-1H-pyrazol-5-amine수율 96.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a suspension of 2-(5-amino-1H-pyrazol-1-yl)ethanol (2.07 g, 16.0 mmol) and 1H-imidazole (5.43 g, 79.8 mmol) in DMF (10 mL) was added dropwise tert-butylchlorodiphenylsilane (4.96 mL, 19.1 mmol). The reaction was stirred for 15 hours. The solvent was removed under reduced pressure and the residue was diluted with DCM (40 mL). The organic layer was washed with 1N HCl (10 mL), water (10 mL) and brine (10 mL), then concentrated to give crude desired product (5.62 g, 96.4% yield), which was used in the next step without purification.

후처리

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was diluted with DCM (40 mL)
  3. washThe organic layer was washed with 1N HCl (10 mL), water (10 mL) and brine (10 mL)
  4. concentrationconcentrated

출처 및 근거

ORD 기록
ord-6938a9dcdf894e35bf17fef20caf5ae3
출처 데이터셋
uspto-grants-2015_01
특허 번호
US08933084B2

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