Triethylamine → 1-(2-Methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile

HRID 549244노트

반응식

HRID 549244 반응식
[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:9]([CH2:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:8][C:7]([C:17]([NH2:19])=O)=[N:6]1.FC(F)(F)C(OC(=O)C(F)(F)F)=O.C(N(CC)CC)C>>[CH3:1][O:2][CH2:3][CH2:4][N:5]1[C:9]([CH2:10][CH:11]2[CH2:16][CH2:15][O:14][CH2:13][CH2:12]2)=[CH:8][C:7]([C:17]#[N:19])=[N:6]1

참가 물질

4

반응물 3

HCID 8471TriethylamineHCID 9845Trifluoroacetic anhydrideHCID 671581031-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide

생성물 1

HCID 671574891-(2-Methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile수율 99.8%

실험 절차

The method described in Part F of Example 3 was used to treat 1-(2-methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carboxamide (3.41 g, 12.7 mmol) with trifluoroacetic anhydride (1.98 mL, 14.0 mmol) in the presence of triethylamine (3.86 g, 38.1 mmol) with the following modifications. Extractions were carried out four times with chloroform, and the automated flash chromatography column was eluted with ethyl acetate. 1-(2-Methoxyethyl)-5-(tetrahydro-2H-pyran-4-ylmethyl)-1H-pyrazole-3-carbonitrile (3.16 g) was obtained as a colorless oil.

후처리

  1. extractionExtractions
  2. washthe automated flash chromatography column was eluted with ethyl acetate

출처 및 근거

ORD 기록
ord-0373cf3ec72b421687e5dd6069b056e8
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943636B2

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