Dimethyl Sulfoxide → HCID 21090457、化合物

HRID 350854

反応式

HRID 350854 の反応式
CS(C)=O.[CH3:5][C:6]([O:9][C:10]([NH:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)=[O:11])([CH3:8])[CH3:7].[F:19][C:20]1[CH:25]=[C:24](F)[CH:23]=[C:22]([F:27])[CH:21]=1.C(=O)([O-])[O-].[K+].[K+]>O>[F:19][C:20]1[CH:25]=[C:24]([N:16]2[CH2:15][CH2:14][CH:13]([NH:12][C:10](=[O:11])[O:9][C:6]([CH3:5])([CH3:7])[CH3:8])[CH2:18][CH2:17]2)[CH:23]=[C:22]([F:27])[CH:21]=1

参加物

6

反応物 4

HCID 679Dimethyl SulfoxideHCID 97451,3,5-TrifluorobenzeneHCID 11430Potassium CarbonateHCID 7238334-(N-Boc-amino)piperidine

生成物 1

HCID 21090457HCID 21090457、化合物収率 73%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

A DMSO (25 mL, 0.1M) solution containing 4-N—BOC-aminopiperidine (500 mg, 2.5 mmol, 1.0 eq), 1,3,5-trifluorobenzene (256 μL, 2.5 mmol, 1.0 eq), and potassium carbonate (691 mg, 5.0 mmol, 2.0 eq) was heated to 100° C. for 18 h. The resulting mixture was cooled to RT, poured in H2O (ca 50 mL), and extracted (3×) with EtOAc. The combined extracts were washed (2×) with H2O, dried over MgSO4, and concentrated in vocuo. The resulting solid was purified via flash chromatography using 1:1 Hexane/EtOAc as the mobile phase. Isolated 572 mg (1.83 mmol, 73% yield).

後処理

  1. temperatureThe resulting mixture was cooled to RT
  2. extractionextracted (3×) with EtOAc
  3. washThe combined extracts were washed (2×) with H2O
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vocuo
  6. customThe resulting solid was purified via flash chromatography
  7. customIsolated 572 mg (1.83 mmol, 73% yield)

出典と根拠

ORDレコード
ord-a2a623456b7c421098d5f189255ee2e4
出典データセット
uspto-grants-2007_02
特許番号
US07183290B2

関連ノート

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