Dimethylamine → 2-(4-Iodo-1H-pyrazol-1-yl)-N,N-dimethylethanamine

HRID 1480818ノート

反応式

HRID 1480818 の反応式
CC1C=CC(S(O[CH2:12][CH2:13][N:14]2[CH:18]=[C:17]([I:19])[CH:16]=[N:15]2)(=O)=O)=CC=1.[CH3:20][NH:21][CH3:22].C1COCC1>>[I:19][C:17]1[CH:16]=[N:15][N:14]([CH2:13][CH2:12][N:21]([CH3:22])[CH3:20])[CH:18]=1

参加物

4

反応物 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 89996125HCID 89996125、化合物

生成物 1

HCID 644311982-(4-Iodo-1H-pyrazol-1-yl)-N,N-dimethylethanamine収率 89%

実験手順

2-(4-Iodo-1H-pyrazol-1-yl)ethyl 4-methylbenzenesulfonate (Preparation 58) (1.03 g, 2.63 mmol) was treated with dimethylamine in THF (2M, 10 mL, 20.00 mmol) and stirred at room temperature for 3 days. Solvents were removed under reduced pressure and the residue partitioned between DCM and saturated aqueous NaHCO3. The aqueous were extracted with DCM and the combined organic layers dried and concentrated. The residue was purified by silica gel column chromatography eluting with 0 to 10% MeOH in DCM to give the title compound (616 mg, 89%).

後処理

  1. customSolvents were removed under reduced pressure
  2. customthe residue partitioned between DCM and saturated aqueous NaHCO3
  3. extractionThe aqueous were extracted with DCM
  4. customthe combined organic layers dried
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography
  7. washeluting with 0 to 10% MeOH in DCM

出典と根拠

ORDレコード
ord-0f59a6da925540b6afedd712003fb605
出典データセット
uspto-grants-2016_08
特許番号
US09409907B2

反応ノート

読み込み中…