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Hydrochloric Acid → 2-(2-{2-[1-(4,6,7-trifluoro-1H-benzoimidazol-2-yl)ethyl]-3-methyl-3H-benzoimidazol-5-ylcarbonylamino}ethoxy)benzoic acid

HRID 412730
ノート
印刷プレビュー

反応式

HRID 412730 の反応式
[F:1][C:2]1[C:10]2[N:9]=[C:8]([CH:11]([C:13]3[N:14]([CH3:39])[C:15]4[CH:21]=[C:20]([C:22]([NH:24][CH2:25][CH2:26][O:27][C:28]5[CH:38]=[CH:37][CH:36]=[CH:35][C:29]=5[C:30]([O:32]CC)=[O:31])=[O:23])[CH:19]=[CH:18][C:16]=4[N:17]=3)[CH3:12])[NH:7][C:6]=2[C:5]([F:40])=[C:4]([F:41])[CH:3]=1.[OH-].[Na+].Cl>CO>[F:1][C:2]1[C:10]2[N:9]=[C:8]([CH:11]([C:13]3[N:14]([CH3:39])[C:15]4[CH:21]=[C:20]([C:22]([NH:24][CH2:25][CH2:26][O:27][C:28]5[CH:38]=[CH:37][CH:36]=[CH:35][C:29]=5[C:30]([OH:32])=[O:31])=[O:23])[CH:19]=[CH:18][C:16]=4[N:17]=3)[CH3:12])[NH:7][C:6]=2[C:5]([F:40])=[C:4]([F:41])[CH:3]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18537795ethyl 2-(2-{2-[1-(4,6,7-trifluoro-1H-benzoimidazol-2-yl)ethyl]-3-methyl-3H-benzoimidazol-5-carbonylamino}ethoxy}benzoate

生成物 1

HCID 102089732-(2-{2-[1-(4,6,7-trifluoro-1H-benzoimidazol-2-yl)ethyl]-3-methyl-3H-benzoimidazol-5-ylcarbonylamino}ethoxy)benzoic acid

試薬・触媒・溶媒 1

HCID 887
Methanol
溶媒

実験手順

A mixture comprising ethyl 2-(2-{2-[I-(4,6,7-trifluoro-1H-benzoimidazol-2-yl)ethyl]-3-methyl-3H-benzoimidazol-5-carbonylamino}ethoxy}benzoate (118 mg, 0.21 mmol), methanol (4 ml) and 2N sodium hydroxide (2.1 ml) was stirred at room temperature for 4 hours, neutralized with 2N hydrochloric acid (2.1 ml) and partitioned between ethyl acetate and saturated ammonium chloride. The aqueous layer was separated and extracted with ethyl acetate (X3). The combined organic layers were washed with brine, dried over sodium sulfate and concentrated to a white solid. The residue was dissolved in warm ethanol (10 ml) and 4M hydrogen chloride/dioxane solution. The solution was diluted with ethyl ether to give a precipitate. The precipitate was isolated and dried to give 2-(2-{2-[1-(4,6,7-trifluoro-1H-benzoimidazol-2-yl)ethyl]-3-methyl-3H-benzoimidazol-5-ylcarbonylamino}ethoxy)benzoic acid as a white solid; MS (LCMS) C27H22F3N5O4 m/e calc 537.50; found 538.4 (MH+).

後処理

  1. custompartitioned between ethyl acetate and saturated ammonium chloride
  2. customThe aqueous layer was separated
  3. extractionextracted with ethyl acetate (X3)
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated to a white solid
  7. dissolutionThe residue was dissolved in warm ethanol (10 ml)
  8. additionThe solution was diluted with ethyl ether
  9. customto give a precipitate
  10. customThe precipitate was isolated
  11. customdried

出典と根拠

ORDレコード
ord-cc2b5457f9be42aaab2fe0161e1fcf91
出典データセット
uspto-grants-2003_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06562854B2

反応ノート

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