Hydrochloric Acid → Ammonia

HRID 729529

反応式

HRID 729529 の反応式
C(OC([N:8]1[CH2:13][CH:12]2[CH2:14][CH:9]1[CH2:10][N:11]2[C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([C:24]2[CH:29]=[CH:28][N:27]=[C:26]([NH:30][CH:31]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH3:32])[CH:25]=2)[N:16]=1)=O)(C)(C)C.Cl>O1CCOCC1.CO>[NH3:8].[C@H:12]12[CH2:14][C@H:9]([NH:8][CH2:13]1)[CH2:10][N:11]2[C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=2)[N:17]([C:24]2[CH:29]=[CH:28][N:27]=[C:26]([NH:30][C@H:31]([C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH3:32])[CH:25]=2)[N:16]=1

参加物

6

反応物 2

HCID 313Hydrochloric AcidHCID 689107315-{1-[2-(1-phenyl-ethylamino)-pyridin-4-yl]-1H-indazol-3-yl}-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester

生成物 2

HCID 222Ammonia収率 5%HCID 68905815HCID 68905815、化合物

試薬・触媒・溶媒 2

HCID 887Methanol触媒HCID 312751,4-Dioxane溶媒

実験手順

To the 5-{1-[2-(1-phenyl-ethylamino)-pyridin-4-yl]-1H-indazol-3-yl}-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (0.044 g, 0.086 mmol) were added 4N HCl in dioxane (1 mL) and a few drops of methanol. After stirring at room temperature for 30 min, the reaction was concentrated in vacuo and the residue was partitioned between methylene chloride and saturated sodium bicarbonate; the aqueous layer was back-extracted with methylene chloride (2×). The combined organic extract was dried (K2CO3), filtered, and concentrated in vacuo. Flash chromatography with 1%, 3%, and 5% 2M NH3 in MeOH/CHCl3 gave the title compound as a cream colored solid. MS (ES+): 411.3 [M+H]+, 409.5 [M−H]−.

後処理

  1. concentrationthe reaction was concentrated in vacuo
  2. customthe residue was partitioned between methylene chloride and saturated sodium bicarbonate
  3. extractionthe aqueous layer was back-extracted with methylene chloride (2×)
  4. extractionThe combined organic extract
  5. dry with materialwas dried (K2CO3)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-2628d9afc08144469b329a41aee971d3
出典データセット
uspto-grants-2009_09
特許番号
US07582631B2

関連ノート

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