Lithium Hydroxide → 3-{[2-(4-Amino-furazan-3-yl)-1-phenyl-1H-imidazo[4,5-c]pyridin-6-yl]oxy}benzoic acid

HRID 1986371ノート

反応式

HRID 1986371 の反応式
[NH2:1][C:2]1[C:3]([C:7]2[N:8]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:9]3[CH:14]=[C:13]([O:15][C:16]4[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=4)[C:19]([O:21]C)=[O:20])[N:12]=[CH:11][C:10]=3[N:26]=2)=[N:4][O:5][N:6]=1.[OH-].[Li+]>C1COCC1.O>[NH2:1][C:2]1[C:3]([C:7]2[N:8]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[C:9]3[CH:14]=[C:13]([O:15][C:16]4[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=4)[C:19]([OH:21])=[O:20])[N:12]=[CH:11][C:10]=3[N:26]=2)=[N:4][O:5][N:6]=1

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 11304916Methyl 3-{[2-(4-amino-furazan-3-yl)-1-phenyl-1H-imidazo[4,5-c]pyridin-6-yl]oxy}benzoate

生成物 1

HCID 113159523-{[2-(4-Amino-furazan-3-yl)-1-phenyl-1H-imidazo[4,5-c]pyridin-6-yl]oxy}benzoic acid収率 94%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
65 °C

実験手順

The product from Step 8 (0.22 g, 0.514 mmol) in THF (10 mL) was treated with a solution of 1N lithium hydroxide in water (1.5 mL) and heated to 65° C. for 10 h. The reaction mixture was cooled and concentrated and the residue was partitioned between water and ethyl acetate. The aqueous phase was extracted with ethyl acetate and the organic layers were combined, washed with brine and dried over Na2SO4 and concentrated to give the title compound (0.20 g, 94%). MS (ES+) m/e 415 [M+H]+.

後処理

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. customthe residue was partitioned between water and ethyl acetate
  4. extractionThe aqueous phase was extracted with ethyl acetate
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-c6c201431ada46059c324e8abe00b9b7
出典データセット
uspto-grants-2009_06
特許番号
US07547779B2

反応ノート

読み込み中…