Sodium Hydroxide → HCID 178525786、化合物

HRID 931265ノート

反応式

HRID 931265 の反応式
[CH:1]1([C:4]2[N:9]=[C:8]([C:10]3[NH:28][C:13]4=[N:14][C:15]([N:18]5[CH2:23][CH2:22][CH2:21][C@@H:20]([C:24]([O:26]C)=[O:25])[CH2:19]5)=[CH:16][CH:17]=[C:12]4[N:11]=3)[CH:7]=[CH:6][N:5]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([C:4]2[N:9]=[C:8]([C:10]3[NH:28][C:13]4=[N:14][C:15]([N:18]5[CH2:23][CH2:22][CH2:21][C@@H:20]([C:24]([OH:26])=[O:25])[CH2:19]5)=[CH:16][CH:17]=[C:12]4[N:11]=3)[CH:7]=[CH:6][N:5]=2)[CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 178501301HCID 178501301、化合物

生成物 1

HCID 178525786HCID 178525786、化合物収率 83.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

To a solution of (R)-methyl 1-(2-(2-cyclopropylpyrimidin-4-yl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidine-3-carboxylate (250 mg, 0.66 mmol) in ethanol (10 mL), was added an aqueous solution of sodium hydroxide (1N, 5 mL). The reaction mixture was stirred at room temperature for 2 h. The solvent was distilled off and the residue was partitioned between water and ethyl acetate. The aqueous layer was acidified with aqueous hydrochloric acid (10%) to pH˜2. The resulting precipitate was collected by filtration and dried under vacuum to afford (R)-1-(2-(2-cyclopropylpyrimidin-4-yl)-3H-imidazo[4,5-b]pyridin-5-yl)piperidine-3-carboxylic acid (200 mg). MS (ES+APCI) (M+H) 365.2

後処理

  1. distillationThe solvent was distilled off
  2. customthe residue was partitioned between water and ethyl acetate
  3. filtrationThe resulting precipitate was collected by filtration
  4. customdried under vacuum

出典と根拠

ORDレコード
ord-0d2086e35c5f46af80477352893fa30f
出典データセット
uspto-grants-2016_03
特許番号
US09296745B2

反応ノート

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