Water → 9-[4-(Cyclohexyloxy)phenyl]-3,4-dihydropyrazino[2,1-c][1,2,4]thiadiazine 2,2-dioxide

HRID 1405713노트

반응식

HRID 1405713 반응식
[CH:1]1([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[C:15]([NH2:20])=[N:16][CH:17]=[CH:18][N:19]=3)=[CH:10][CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl[CH2:24][CH2:25][S:26](Cl)(=[O:28])=[O:27].O>C1COCC1>[CH:1]1([O:7][C:8]2[CH:9]=[CH:10][C:11]([C:14]3[C:15]4=[N:20][S:26](=[O:28])(=[O:27])[CH2:25][CH2:24][N:16]4[CH:17]=[CH:18][N:19]=3)=[CH:12][CH:13]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 4

HCID 962WaterHCID 15385Ethanesulfonylchloride, 2-chloro-HCID 24758Sodium hydrideHCID 667481483-[4-(Cyclohexyloxy)phenyl]pyrazin-2-amine

생성물 1

HCID 667485129-[4-(Cyclohexyloxy)phenyl]-3,4-dihydropyrazino[2,1-c][1,2,4]thiadiazine 2,2-dioxide수율 83.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

반응 조건

온도
80 °C

실험 절차

A mixture of 3-[4-(cyclohexyloxy)phenyl]pyrazin-2-amine (470 mg) in THF (dry) (25.00 mL) was added to a mixture of NaH (60%, 349 mg) and 2-chloroethanesulfonyl chloride (853 mg) in THF (dry) (25 mL) at room temperature. The mixture was stirred at room temperature overnight and 80° C. for 3 hr. Water was added and THF was removed in vacuo. A precipitate was collected by filtration and washed with water-Et2O to give the title compound (522 mg) as a yellow solid. The solid was crystallized from CH3CN—IPE to give a yellow solid.

후처리

  1. customTHF was removed in vacuo
  2. filtrationA precipitate was collected by filtration
  3. washwashed with water-Et2O

출처 및 근거

ORD 기록
ord-a750a6f077ee47ff97c8eccc1a6f5c91
출처 데이터셋
uspto-grants-2014_12
특허 번호
US08916551B2

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