Hydrochloric Acid → 2-{[6-(Morpholin-4-ylmethyl)pyridin-2-yl]amino}-5-(1H-1,2,3-triazol-4-yl)thiophene-3-carboxamide

HRID 386143ノート

反応式

HRID 386143 の反応式
C(OC[N:9]1[CH:13]=[C:12]([C:14]2[S:15][C:16]([NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[C:25]([CH2:29][N:30]4[CH2:35][CH2:34][O:33][CH2:32][CH2:31]4)[N:24]=3)=[C:17]([C:19]([NH2:21])=[O:20])[CH:18]=2)[N:11]=[N:10]1)(=O)C(C)(C)C.[OH-].[Na+].Cl>CO.O>[N:30]1([CH2:29][C:25]2[N:24]=[C:23]([NH:22][C:16]3[S:15][C:14]([C:12]4[N:11]=[N:10][NH:9][CH:13]=4)=[CH:18][C:17]=3[C:19]([NH2:21])=[O:20])[CH:28]=[CH:27][CH:26]=2)[CH2:31][CH2:32][O:33][CH2:34][CH2:35]1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59525795[4-(4-(Aminocarbonyl)-5-{[6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}-2-thienyl)-1H-1,2,3-triazol-1-yl]methyl pivalate

生成物 1

HCID 1785135682-{[6-(Morpholin-4-ylmethyl)pyridin-2-yl]amino}-5-(1H-1,2,3-triazol-4-yl)thiophene-3-carboxamide

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒2 回

実験手順

To a suspension of [4-(4-(aminocarbonyl)-5-{[6-(morpholin-4-ylmethyl)pyridin-2-yl]amino}-2-thienyl)-1H-1,2,3-triazol-1-yl]methyl pivalate (70 mg, 0.14 mmol) in MeOH (1.5 mL) and water (1.0 mL) was added NaOH (1.0 M, 0.310 ml, 0.31 mmol). The mixture was stirred at room temperature for 45 min (the suspension became a clear orange solution). The reaction was neutralized with 2 N HCl (0.150 ml), diluted with water, and extracted with 5:1 CH2Cl2:MeOH (3×). The combined organic extracts were dried (MgSO4), filtered, combined with silica gel, and evaporated to dryness. Flash chromatography (dry load, 0-10% MeOH/CH2Cl2) yielded the title compound as a colorless solid.

後処理

  1. extractionextracted with 5:1 CH2Cl2
  2. dry with materialThe combined organic extracts were dried (MgSO4)
  3. filtrationfiltered
  4. customevaporated to dryness
  5. dry with materialFlash chromatography (dry load, 0-10% MeOH/CH2Cl2)

出典と根拠

ORDレコード
ord-55ff82842eea4085b29e2ebea4fcaad4
出典データセット
uspto-grants-2013_02
特許番号
US08367706B2

反応ノート

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