Acetic Acid → Allitinib metabolite M6

HRID 1666237노트

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HRID 1666237 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([N+:28]([O-])=O)[CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=1.C(O)(=O)C>CO>[Cl:1][C:2]1[CH:3]=[C:4]([NH:17][C:18]2[C:27]3[C:22](=[CH:23][CH:24]=[C:25]([NH2:28])[CH:26]=3)[N:21]=[CH:20][N:19]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=1

참가 물질

4

반응물 2

HCID 176Acetic AcidHCID 536304764-[3-Chloro-4-(3-fluoro-benzyloxy)-phenylamino]-6-nitro-quinazoline

생성물 1

HCID 53630477Allitinib metabolite M6수율 61%

시약·촉매·용매 1

HCID 887Methanol용매

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온도
85 °C

실험 절차

In a flask equipped with a reflux condenser, the compound obtained in Example 6 1.60 g (3.77 mmol), reduced iron powder 1.05 g (18.85 mmol, 5 eq), glacial acetic acid (2 mL) and methanol (40 mL) were mixed. The mixture was refluxed in an oil bath at a temperature of 85° C. for 2.5 h. Then the iron powder was filtered of, the filtrate was diluted with ethyl acetate, washed sequentially with NaHCO3 solution and water. The organic phase was dried and concentrated to obtain yellow solid, which was identified as the title compound. Yield: 61%.

후처리

  1. customIn a flask equipped with a reflux condenser
  2. filtrationThen the iron powder was filtered of, the filtrate
  3. additionwas diluted with ethyl acetate
  4. washwashed sequentially with NaHCO3 solution and water
  5. customThe organic phase was dried
  6. concentrationconcentrated
  7. customto obtain yellow solid, which

출처 및 근거

ORD 기록
ord-4858870967fe4189a60da34c0b585ad0
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08044063B2

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