Lithium hydroxide, monohydrate → [2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acid

HRID 417162ノート

反応式

HRID 417162 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]([CH:29]3[CH2:34][CH2:33][CH2:32][CH2:31][CH2:30]3)[C:14](C)([O:16]C3C=CC(C4NN=NN=4)=CC=3)C)[C:11]3[CH:35]=[C:36]([F:40])[C:37]([F:39])=[CH:38][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[OH2:41].[OH-].[Li+]>O1CCOCC1.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]([CH:29]3[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]3)[C:14]([OH:41])=[O:16])[C:11]3[CH:35]=[C:36]([F:40])[C:37]([F:39])=[CH:38][C:10]=3[N:9]=2)=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 168937Lithium hydroxide, monohydrateHCID 178458272HCID 178458272、化合物2 回

生成物 1

HCID 66619321[2-(4-Chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

To the solution of 0.17 g (0.469 mmol) [2-(4-chloro-phenyl)-5,6-difluoro-benzoimidazol-1-yl]-cyclohexyl-acetic acid ethyl ester (Example 1, intermediate b) in 4 ml dioxan and 2 ml water, 34 mg (1.42 mmol) lithium hydroxide monohydrate were added and the reaction was stirred at reflux temperature for 2 h. After cooling to room temperature the solution was partially evaporated, diluted with 2 ml water and the pH was adjusted to 1-2 with 1M aqueous hydrochloric acid. The resulting suspension was stirred for 30 min. and then filtered. The filter cake was thoroughly washed with water and dried under high vacuum. Colorless solid (83%). MS (Turbo Spray): m/z=333.3 [M−H].

後処理

  1. temperatureat reflux temperature for 2 h
  2. customwas partially evaporated
  3. additiondiluted with 2 ml water
  4. stirringThe resulting suspension was stirred for 30 min.
  5. filtrationfiltered
  6. washThe filter cake was thoroughly washed with water
  7. customdried under high vacuum

出典と根拠

ORDレコード
ord-1783f87210654084835a434726a3517b
出典データセット
uspto-grants-2012_01
特許番号
US08088930B2

反応ノート

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