Methanol → HCID 67335518、化合物

HRID 2102236ノート

反応式

HRID 2102236 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:11]([CH2:22][C:23]3[CH:32]=[CH:31][C:26]([C:27]([O:29]C)=[O:28])=[CH:25][CH:24]=3)[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.CO.[OH-].[Na+]>C1COCC1>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[CH:13]=[C:12]([C:14]3[CH:19]=[CH:18][C:17]([O:20][CH3:21])=[CH:16][CH:15]=3)[N:11]([CH2:22][C:23]3[CH:24]=[CH:25][C:26]([C:27]([OH:29])=[O:28])=[CH:31][CH:32]=3)[N:10]=2)[CH:5]=[C:6]([Cl:8])[CH:7]=1

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 68983278HCID 68983278、化合物

生成物 1

HCID 67335518HCID 67335518、化合物

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of the intermediate from step C (Isomer A, 0.99 g, 2.13 mmol) in THF (30 mL) was added methanol (10 mL) followed by sodium hydroxide solution (2N, 2 mL, 4 mmol). The reaction was stirred at room temperature overnight. The reaction mixture was concentrated in vacuo to remove the organic solvents. The residue was acidified with 1N HCl until the pH was less than 2. The resulting solution was extracted with ethyl acetate (3×) dried over anhydrous Na2SO4, filtered and concentrated in vacuo to give the title compound as a white solid. This material was used in the next step without any further purification. 1H NMR (DMSO, 500 MHz): δ 7.89(d, J=8.2 Hz, 2H), 7.88(d, J=1.8 Hz, 2H), 7.55(d, J=1.9 Hz, 1H), 7.38(d, J=8.7 Hz, 2H), 7.15(d, J=8.3 Hz, 2H), 7.11(s, 1H), 7.04(d, J=8.7 Hz, 2H), 5.5(s, 2H), 3.79(s, 3H). LC-MS: 2.69 min. (M+H)=453.

後処理

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customto remove the organic solvents
  3. extractionThe resulting solution was extracted with ethyl acetate (3×)
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-641f4d83e2d845a18536cc081f05249e
出典データセット
uspto-grants-2009_08
特許番号
US07572922B2

反応ノート

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