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

HRID 1426976ノート

反応式

HRID 1426976 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6938a9dcdf894e35bf17fef20caf5ae3
出典データセット
uspto-grants-2015_01
特許番号
US08933084B2

反応ノート

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