Acetic Acid → Allitinib metabolite M6

HRID 1666237

反応式

HRID 1666237 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 53630477Allitinib metabolite M6収率 61%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
85 °C

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-4858870967fe4189a60da34c0b585ad0
出典データセット
uspto-grants-2011_10
特許番号
US08044063B2

関連ノート

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