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Trifluoroacetic acid → 6-Methoxyquinolin-3-amine

HRID 495471
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인쇄 미리보기

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HRID 495471 반응식
C(OC([N:8]1[C:17]2[C:12](=[CH:13][C:14]([O:18][CH3:19])=[CH:15][CH:16]=2)[CH:11]=[C:10]([NH2:20])[CH2:9]1)=O)(C)(C)C.C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:19][O:18][C:14]1[CH:13]=[C:12]2[C:17](=[CH:16][CH:15]=1)[N:8]=[CH:9][C:10]([NH2:20])=[CH:11]2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 6422Trifluoroacetic acidHCID 22326880N-tert-butyloxycarbonyl-6-methoxy-3-aminoquinoline

생성물 1

HCID 5999396-Methoxyquinolin-3-amine

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of N-tert-butyloxycarbonyl-6-methoxy-3-aminoquinoline (Step F, 3 g, 0.011 mol) in CH2Cl2 (50 mL) cooled at 0° C. was added TFA (8.4 mL, 0.11 mL). The reaction mixture was warmed to RT and stirred for 8 h. The reaction mixture was concentrated under vacuum. The residue was suspended into MTBE. The yellow solid was filtered off and washed with MTBE. The dry yellow solid was suspended in NaOH 1N and the suspension was stirred for 15 min. The resulting slurry was filtered. The solid was washed with water and dried over P2O5 to give 6-methoxy-3-aminoquinoline as a white solid.

후처리

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. filtrationThe yellow solid was filtered off
  3. washwashed with MTBE
  4. stirringthe suspension was stirred for 15 min
  5. filtrationThe resulting slurry was filtered
  6. washThe solid was washed with water
  7. dry with materialdried over P2O5

출처 및 근거

ORD 기록
ord-2ae50e70428f4a12879f6b940baedac9
출처 데이터셋
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06939874B2

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