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

HRID 549244ノート

反応式

HRID 549244 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-0373cf3ec72b421687e5dd6069b056e8
出典データセット
uspto-grants-2011_05
特許番号
US07943636B2

反応ノート

読み込み中…