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Benzene → Methyl 6-aminoquinoline-5-carboxylate

HRID 1725878
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인쇄 미리보기

반응식

HRID 1725878 반응식
[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][CH:6]=[CH:5][C:4]=2[C:3]=1[C:12]([OH:14])=[O:13].[CH:15]1C=CC=CC=1.[Si](C=[N+]=[N-])(C)(C)C>CO>[NH2:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][CH:6]=[CH:5][C:4]=2[C:3]=1[C:12]([O:14][CH3:15])=[O:13]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 241BenzeneHCID 167693TrimethylsilyldiazomethaneHCID 205642906-Aminoquinoline-5-carboxylic acid

생성물 1

HCID 45089602Methyl 6-aminoquinoline-5-carboxylate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of Example 96A (0.43 g, 2.3 mmol), benzene (10 mL), and methanol (4 mL) was treated with TMSCHN2 (2.0 mL, 4.0 mmol, 2.0M solution in hexanes), stirred at room temperature for 90 minutes, quenched with glacial acetic acid, and concentrated. The residue was diluted with ethyl acetate, washed with saturated Na2CO3, dried (MgSO4), filtered, and concentrated to provide the desired product (0.401 g). MS (DCI) m/e 220 (M+NH4)+.

후처리

  1. customquenched with glacial acetic acid
  2. concentrationconcentrated
  3. additionThe residue was diluted with ethyl acetate
  4. washwashed with saturated Na2CO3
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-1e8b4c0439874300b29d7cb572a86c18
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07491718B2

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