Hydrochloric Acid → 4-{[(4-Tert-butylcyclohexyl)(1-{2-hydroxyethyl}-1h-benzimidazol-2-yl)-amino]methyl}benzoic acid

HRID 229994ノート

反応式

HRID 229994 の反応式
[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([N:11]([CH2:28][C:29]2[CH:38]=[CH:37][C:32]([C:33]([O:35]C)=[O:34])=[CH:31][CH:30]=2)[C:12]2[N:16]([CH2:17][CH2:18][O:19][Si](C)(C)C)[C:15]3[CH:24]=[CH:25][CH:26]=[CH:27][C:14]=3[N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[Li+].[OH-].CCOC(C)=O.Cl>O1CCOCC1.O>[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([N:11]([CH2:28][C:29]2[CH:30]=[CH:31][C:32]([C:33]([OH:35])=[O:34])=[CH:37][CH:38]=2)[C:12]2[N:16]([CH2:17][CH2:18][OH:19])[C:15]3[CH:24]=[CH:25][CH:26]=[CH:27][C:14]=3[N:13]=2)[CH2:7][CH2:6]1)([CH3:4])([CH3:2])[CH3:3]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 8857Ethyl AcetateHCID 68838381Methyl 4-{[(4-tert-butylcyclohexyl)(1-{2-[(trimethylsilyl)oxy]ethyl}-1H-benz-imidazol-2-yl)amino]methyl}benzoate

生成物 1

HCID 688378984-{[(4-Tert-butylcyclohexyl)(1-{2-hydroxyethyl}-1h-benzimidazol-2-yl)-amino]methyl}benzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

反応条件

温度
40 °C

実験手順

To the title compound of Example 10 Step A (0.13 mmol, 73 mg) in 2 mL of dioxane was added a solution of LiOH (1.25 mmol, 30 mg) in 1 mL of H2O. The resulting solution was stirred at 40° C. overnight. The reaction mixture was taken up in a pH 7 buffer solution and EtOAc. The mixture was acidified with 2 N HCl until two clear layers formed after agitation. The organic layer was collected and the aqueous layer was washed with EtOAc. The combined organic layers were dried with MgSO4 and concentrated under reduced pressure to afford the acid as a beige solid. MS (ESI): m/z 450 (M+H). HPLC A: 2.05 min.

後処理

  1. customformed after agitation
  2. customThe organic layer was collected
  3. washthe aqueous layer was washed with EtOAc
  4. dry with materialThe combined organic layers were dried with MgSO4
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-44d32c51ee8748bba403130a7731057d
出典データセット
uspto-grants-2009_07
特許番号
US07563815B2

反応ノート

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