Formaldehyde → 4-{[(2-Hydroxyethyl)(methyl)amino]methyl}-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol

HRID 2423133노트

반응식

HRID 2423133 반응식
[CH3:1][NH:2][CH2:3][CH2:4][OH:5].[CH2:6]=O.[CH3:8][O:9][C:10]1[CH:18]=[C:17]2[C:13]([CH:14]=[CH:15][N:16]2[S:19]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)(=[O:21])=[O:20])=[CH:12][C:11]=1[OH:28]>CCO>[OH:5][CH2:4][CH2:3][N:2]([CH2:6][C:12]1[C:11]([OH:28])=[C:10]([O:9][CH3:8])[CH:18]=[C:17]2[C:13]=1[CH:14]=[CH:15][N:16]2[S:19]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)(=[O:21])=[O:20])[CH3:1]

참가 물질

5

반응물 3

HCID 712FormaldehydeHCID 80162-(Methylamino)ethanolHCID 672416826-Methoxy-1-(phenylsulfonyl)-1H-indol-5-ol2회

생성물 1

HCID 672402644-{[(2-Hydroxyethyl)(methyl)amino]methyl}-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol수율 41%

시약·촉매·용매 1

HCID 702Ethanol용매2회

반응 조건

온도
65 °C

실험 절차

To 2-(methylamino)ethanol (0.37 g, 4.9 mmol) and paraformaldehyde (0.15 g, 4.9 mmol) was ethanol (5 mL) added. The reaction mixture was heated at 65° C. for 5 minutes and a clear solution was formed. 6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol (Intermediate 15, 0.75 g, 2.5 mmol) in EtOH (10 mL) was added in one portion. The mixture was stirred for 2 hours at 70° C. The solvent was removed under reduced pressure and the crude material was dissolved in DCM and was washed with brine. The organic layer was collected and dried (MgSO4) to give the title compound (400 mg). MS m/z 391 [M+H]+.

후처리

  1. additionadded
  2. customa clear solution was formed
  3. customThe solvent was removed under reduced pressure
  4. dissolutionthe crude material was dissolved in DCM
  5. washwas washed with brine
  6. customThe organic layer was collected
  7. dry with materialdried (MgSO4)

출처 및 근거

ORD 기록
ord-9e389fb9d99e4de28d29265d6c26cb92
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07960374B2

반응 노트

불러오는 중…