Methanol → 1-{[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}pyrrolidine-3-carboxylic acid

HRID 1435494ノート

反応式

HRID 1435494 の反応式
[OH-].[Na+].[C:3]([C:7]1[N:11]([CH2:12][CH:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:10]2[CH:19]=[CH:20][C:21]([S:23]([N:26]3[CH2:30][CH2:29][CH:28]([C:31]([O:33]C)=[O:32])[CH2:27]3)(=[O:25])=[O:24])=[CH:22][C:9]=2[N:8]=1)([CH3:6])([CH3:5])[CH3:4].CO>O>[C:3]([C:7]1[N:11]([CH2:12][CH:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[C:10]2[CH:19]=[CH:20][C:21]([S:23]([N:26]3[CH2:30][CH2:29][CH:28]([C:31]([OH:33])=[O:32])[CH2:27]3)(=[O:25])=[O:24])=[CH:22][C:9]=2[N:8]=1)([CH3:6])([CH3:4])[CH3:5]

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 57937292HCID 57937292、化合物

生成物 1

HCID 579373041-{[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}pyrrolidine-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

NaOH (2 mL, 2 M, 4.0 mmol) was added to a solution of methyl 1-{[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]sulfonyl}pyrrolidine-3-carboxylate (570 mg, 1.22 mmol) in a 1:1 mixture of MeOH:H2O (30 mL) at ambient temperature. The reaction mixture was stirred overnight and diluted with water (100 mL). The solvent was concentrated to 100 mL. The resulting solution was neutralized with HCl solution, the product was extracted with EtOAc and dried over anhydrous Na2SO4. The solvent was concentrated to provide the title compound as white solid. Yield: 480 mg (87%); MS (ESI) (M+H)+=450.1.

後処理

  1. customat ambient temperature
  2. concentrationThe solvent was concentrated to 100 mL
  3. extractionthe product was extracted with EtOAc
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationThe solvent was concentrated

出典と根拠

ORDレコード
ord-6f3c32b89e8d4dd8aa2d72f9d8fd3c61
出典データセット
uspto-grants-2009_11
特許番号
US07615642B2

反応ノート

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