Trifluoroacetic acid → HCID 57656385、化合物

HRID 911306

反応式

HRID 911306 の反応式
[F:1][C:2]([F:15])([F:14])[CH:3]([CH3:13])[O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]#[N:12])=[N:9][CH:10]=1.FC(F)(F)C(O)=O.[H][H]>CO.[Pd]>[NH2:12][CH2:11][C:8]1[CH:7]=[CH:6][C:5]([O:4][CH:3]([CH3:13])[C:2]([F:15])([F:1])[F:14])=[CH:10][N:9]=1

参加物

6

反応物 3

HCID 6422Trifluoroacetic acidHCID 57656409(+/-)-5-(2,2,2-Trifluoro-1-methyl-ethoxy)-pyridine-2-carbonitrileHCID 178418361HCID 178418361、化合物

生成物 1

HCID 57656385HCID 57656385、化合物

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Add (±)-5-(2,2,2-trifluoro-1-methyl-ethoxy)-pyridine-2-carbonitrile (810 mg, 3.7 mmol), 10% Pd/C (Degussa type E101, 50% water by wt, 300 mg), and trifluoroacetic acid (4 mL) in methanol (50 mL) to a pressure vessel. Pressurize the vessel to 40 psi with hydrogen for 0.25 h. Filter the mixture through Celite® and wash the cake with warm ethanol followed by DCM under a nitrogen atmosphere. Concentrate in vacuo to obtain the crude product as a trifluoroacetic acid salt. Prepare the free base with SCX ion chromatography, then purify by chromatography on silica gel eluting with DCM/2M ammonia in methanol (20:1) to obtain the title compound (676 mg, 82%). GC-MS m/z: 220 (M+).

後処理

  1. customfor 0.25 h
  2. filtrationFilter the mixture through Celite®
  3. washwash the cake with warm ethanol
  4. concentrationConcentrate in vacuo

出典と根拠

ORDレコード
ord-efa454c311754453921bd2b170919b3f
出典データセット
uspto-grants-2011_09
特許番号
US08022062B2

関連ノート

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