Ethanesulfonylchloride, 2-chloro- → HCID 66747700, 화합물

HRID 2035915노트

반응식

HRID 2035915 반응식
[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]

참가 물질

5

반응물 3

HCID 15385Ethanesulfonylchloride, 2-chloro-HCID 24758Sodium hydrideHCID 66748403HCID 66748403, 화합물

생성물 1

HCID 66747700HCID 66747700, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-28df4aa5353e448c866524115b5f8021
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08575154B2

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