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Trifluoroacetic acid → 6-Methoxyquinoxalin-2-amine

HRID 1875904
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HRID 1875904 반응식
COC1C=C(OC)C=CC=1C[NH:6][C:7]1[CH:16]=[N:15][C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:17][CH3:18])[CH:13]=2)[N:8]=1.C(O)(C(F)(F)F)=O>ClCCl>[CH3:18][O:17][C:12]1[CH:13]=[C:14]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH2:6])[CH:16]=[N:15]2
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참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 57476556N-(2,4-dimethoxybenzyl)-6-methoxyquinoxalin-2-amine

생성물 1

HCID 120087376-Methoxyquinoxalin-2-amine수율 99.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

N-(2,4-Dimethoxybenzyl)-6-methoxyquinoxalin-2-amine (2.8 g, 8.61 mmol) was stirred in TFA (10 mL, 130 mmol) and dichloromethane (10 mL) at ambient temperature for 30 min. The solvents were removed in vacuo. Saturated aq. sodium hydrogen carbonate (200 mL) was added to the red residue, which then precipitated a yellow solid. The mixture was extracted extensively with dichloromethane. The organic layer was dried over sodium sulfate, filtered and concentrated in vacuo to afford 6-methoxyquinoxalin-2-amine (1.50 g, 8.56 mmol, 99% yield). 1H NMR (400 MHz, CDCl3) δ ppm 8.27 (1H, s), 7.54-7.58 (1H, m), 7.25-7.29 (2H, m), 4.71 (2H, br. s.), 3.90 (3H, s). MS (LC/MS) R.T.=0.86; [M+H]+=176.23.

후처리

  1. customThe solvents were removed in vacuo
  2. additionSaturated aq. sodium hydrogen carbonate (200 mL) was added to the red residue, which
  3. customthen precipitated a yellow solid
  4. extractionThe mixture was extracted extensively with dichloromethane
  5. dry with materialThe organic layer was dried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-70db91f8c9134722b0236d4e9e66f14a
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08309577B2

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