Hydrochloric Acid → 4-(1-(2-(1H-tetrazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

HRID 2230623ノート

反応式

HRID 2230623 の反応式
C(OC([N:8]1[CH2:14][CH2:13][CH2:12][N:11]([C:15]2[N:19]([CH2:20][CH2:21][N:22]3[CH:26]=[N:25][N:24]=[N:23]3)[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.Cl.O1CCOCC1.[OH-].[Na+]>CO.ClCCl.CO>[N:22]1([CH2:21][CH2:20][N:19]2[C:18]3[CH:27]=[CH:28][CH:29]=[CH:30][C:17]=3[N:16]=[C:15]2[N:11]2[CH2:12][CH2:13][CH2:14][NH:8][CH2:9][CH2:10]2)[CH:26]=[N:25][N:24]=[N:23]1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 312751,4-DioxaneHCID 18464547HCID 18464547、化合物

生成物 1

HCID 184644964-(1-(2-(1H-tetrazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 21226129Dichloromethane methanol溶媒

実験手順

Combine 1-(t-butoxycarbonyl)-4-(1-(2-(1H-tetrazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane (2.06 g) and methanol (15 mL). Add a solution of hydrochloric acid in dioxane (4 mL, 4 M, 16 mmol) and stir. After 4 hours, add a 1 M aqueous solution of sodium hydroxide until the pH is about 14. Concentrate in vacuo to remove most of the methanol and then extract 5 times with dichloromethane. Dry the combined organic layers over Na2SO4, filter, and concentrate in vacuo to give a residue. Chromatograph the residue on silica gel eluting with 10% methanol/dichloromethane/0.5% concentrated aqueous ammonia to give 4-(1-(2-(1H-tetrazol-1-yl)ethyl)-1H-benzimidazol-2-yl)[1,4]diazepane: Rf=0.30 (silica gel, 10% methanol/dichloromethane/0.5% concentrated aqueous ammonia).

後処理

  1. concentrationConcentrate in vacuo
  2. customto remove most of the methanol
  3. extractionextract 5 times with dichloromethane
  4. dry with materialDry the combined organic layers over Na2SO4
  5. filtrationfilter
  6. concentrationconcentrate in vacuo
  7. customto give a residue

出典と根拠

ORDレコード
ord-1749952189164a5489e73fa8ba1592ef
出典データセット
uspto-grants-2002_07
特許番号
US06423704B1

反応ノート

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