Ethanesulfonylchloride, 2-chloro- → HCID 66747700、化合物

HRID 2035915ノート

反応式

HRID 2035915 の反応式
[H-].[Na+].Cl[CH2:4][CH2:5][S:6](Cl)(=[O:8])=[O:7].[F:10][C:11]1[CH:31]=[CH:30][C:14]([O:15][C:16]2[CH:21]=[CH:20][C:19]([C:22]3[C:23]([NH2:29])=[N:24][CH:25]=[C:26]([CH3:28])[CH:27]=3)=[CH:18][CH:17]=2)=[CH:13][C:12]=1[O:32][CH3:33]>C1COCC1>[F:10][C:11]1[CH:31]=[CH:30][C:14]([O:15][C:16]2[CH:17]=[CH:18][C:19]([C:22]3[C:23]4=[N:29][S:6](=[O:8])(=[O:7])[CH2:5][CH2:4][N:24]4[CH:25]=[C:26]([CH3:28])[CH:27]=3)=[CH:20][CH:21]=2)=[CH:13][C:12]=1[O:32][CH3:33]

参加物

5

反応物 3

HCID 15385Ethanesulfonylchloride, 2-chloro-HCID 24758Sodium hydrideHCID 66748403HCID 66748403、化合物

生成物 1

HCID 66747700HCID 66747700、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a suspension of NaH (60%, 222 mg) in THF (dry) (20 mL) was added 2-chloroethanesulfonyl chloride (0.233 mL) at 0° C. and the mixture was stirred for 10 min at the same temperature. A solution of 3-(4-(4-fluoro-3-methoxyphenoxy)phenyl)-5-methylpyridin-2-amine (360 mg) in THF (dry) (20 ml) was added at 0° C. and the mixture was stirred at room temperature under nitrogen overnight. The mixture was quenched with water at 0° C. Water, EtOAc and THF were added to the mixture and the organic phase was separated. Silica-gel was added to the organic phase and the volatiles were removed in vacuo. The mixture supported on silica-gel was purified by column chromatography (silica gel, eluted with MeOH in EtOAc) and concentrated in vacuo to give 9-[4-(4-fluoro-3-methoxyphenoxy)phenyl]-7-methyl-3,4-dihydropyrido[2,1-c][1,2,4]thiadiazine 2,2-dioxide as a white solid. This product was subjected to the next reaction without further purification. A part of the product was crystallized from EtOAc/IPE to give the title compound as a colorless solid.

後処理

  1. stirringthe mixture was stirred at room temperature under nitrogen overnight
  2. customThe mixture was quenched with water at 0° C
  3. additionWater, EtOAc and THF were added to the mixture
  4. customthe organic phase was separated
  5. additionSilica-gel was added to the organic phase
  6. customthe volatiles were removed in vacuo
  7. customwas purified by column chromatography (silica gel, eluted with MeOH in EtOAc)
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-28df4aa5353e448c866524115b5f8021
出典データセット
uspto-grants-2013_11
特許番号
US08575154B2

反応ノート

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