Lithium hydroxide, monohydrate → 3-[(2S)-1-(Difluoromethoxy)propan-2-yl]oxy-5-[5-(dimethylcarbamoyl)pyrazin-2-yl]oxy-benzoic acid

HRID 2241944ノート

反応式

HRID 2241944 の反応式
O.[OH-].[Li+].[F:4][CH:5]([F:33])[O:6][CH2:7][C@@H:8]([O:10][C:11]1[CH:12]=[C:13]([CH:18]=[C:19]([O:21][C:22]2[CH:27]=[N:26][C:25]([C:28](=[O:32])[N:29]([CH3:31])[CH3:30])=[CH:24][N:23]=2)[CH:20]=1)[C:14]([O:16]C)=[O:15])[CH3:9]>O.C1COCC1>[F:33][CH:5]([F:4])[O:6][CH2:7][C@@H:8]([O:10][C:11]1[CH:12]=[C:13]([CH:18]=[C:19]([O:21][C:22]2[CH:27]=[N:26][C:25]([C:28](=[O:32])[N:29]([CH3:30])[CH3:31])=[CH:24][N:23]=2)[CH:20]=1)[C:14]([OH:16])=[O:15])[CH3:9]

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 59205092Methyl 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-[5-(dimethylcarbamoyl)pyrazin-2-yl]oxy-benzoate

生成物 1

HCID 592050903-[(2S)-1-(Difluoromethoxy)propan-2-yl]oxy-5-[5-(dimethylcarbamoyl)pyrazin-2-yl]oxy-benzoic acid収率 75.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Lithium hydroxide monohydrate (45 mg, 1.06 mol) in water (5 mL) was added to a solution of methyl 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-[5-(dimethylcarbamoyl)pyrazin-2-yl]oxy-benzoate (0.3 g, 0.71 mmol) in THF (10 mL) and stirred at RT for 20 hours. The THF was removed in vacuo and the aqueous layer was washed with ethyl acetate (50 mL) to remove any impurities. The aqueous layer was acidified and extracted into ethyl acetate (2×50 mL) then the combined organics washed with brine (50 mL), dried (MgSO4) and the solvent removed in vacuo to give the desired compound (0.22 g).

後処理

  1. customThe THF was removed in vacuo
  2. washthe aqueous layer was washed with ethyl acetate (50 mL)
  3. customto remove any impurities
  4. extractionextracted into ethyl acetate (2×50 mL)
  5. washthe combined organics washed with brine (50 mL)
  6. dry with materialdried (MgSO4)
  7. customthe solvent removed in vacuo

出典と根拠

ORDレコード
ord-9250000edabd4d02b74f2f55e4bcbb2a
出典データセット
uspto-grants-2010_03
特許番号
US07671060B2

反応ノート

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