Triethylamine → 4-(3-Fluoro-4-methoxy-phenyl)-1-methanesulfonyl-1,2,3,6-tetrahydro-pyridine

HRID 222586ノート

反応式

HRID 222586 の反応式
Cl.[F:2][C:3]1[CH:4]=[C:5]([C:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH:16]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(N(CC)CC)C.[CH3:24][S:25](Cl)(=[O:27])=[O:26]>ClCCl>[F:2][C:3]1[CH:4]=[C:5]([C:11]2[CH2:16][CH2:15][N:14]([S:25]([CH3:24])(=[O:27])=[O:26])[CH2:13][CH:12]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 668652484-(3-Fluoro-4-methoxyphenyl)-1,2,3,6-tetrahydropyridine hydrochloride

生成物 1

HCID 668649704-(3-Fluoro-4-methoxy-phenyl)-1-methanesulfonyl-1,2,3,6-tetrahydro-pyridine収率 64.4%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

4-(3-Fluoro-4-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine hydrochloride salt (462.00 mg, 1.90 mmol) is suspended in dichloromethane (10 mL). Triethylamine (479.58 mg, 660.57 μL, 4.74 mmol) and methanesulfonyl chloride (260.59 mg, 176.07 μL, 2.27 mmol) are added and the reaction is capped and stirred at room temperature for 16 h. The reaction is partitioned between dichloromethane and water. The aqueous layer is extracted with dichloromethane. The combined organic layers are washed with brine, dried over magnesium sulfate, filtered, and concentrated to dryness. The crude material is purified by chromatography using a 5 g silica gel cartridge eluting with dichloromethane to provide 349 mg of the title compound as a white solid. MS (m/z) 286 (M+1).

後処理

  1. customthe reaction is capped
  2. customThe reaction is partitioned between dichloromethane and water
  3. extractionThe aqueous layer is extracted with dichloromethane
  4. washThe combined organic layers are washed with brine
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. customThe crude material is purified by chromatography
  9. washeluting with dichloromethane

出典と根拠

ORDレコード
ord-8fcc45da08c948859ba8a7213454bbc7
出典データセット
uspto-grants-2012_06
特許番号
US08207344B2

反応ノート

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