Acetic Acid → 1-({4-[3-(4-Isobutylphenyl)isoxazol-5-yl]-2-thienyl}methyl)azetidine-3-carboxylic acid

HRID 2247682ノート

反応式

HRID 2247682 の反応式
[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:15]=[C:14]([C:16]3[CH:17]=[C:18]([CH2:21][N:22]4[CH2:25][CH:24]([C:26]([O:28]CC)=[O:27])[CH2:23]4)[S:19][CH:20]=3)[O:13][N:12]=2)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3].[OH-].[Na+].CO.C(O)(=O)C>O1CCOCC1.O>[CH2:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:15]=[C:14]([C:16]3[CH:17]=[C:18]([CH2:21][N:22]4[CH2:25][CH:24]([C:26]([OH:28])=[O:27])[CH2:23]4)[S:19][CH:20]=3)[O:13][N:12]=2)=[CH:7][CH:6]=1)[CH:2]([CH3:4])[CH3:3]

参加物

7

反応物 4

HCID 176Acetic AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 68525245Ethyl 1-({4-[3-(4-isobutylphenyl)isoxazol-5-yl]-2-thienyl}methyl)azetidine-3-carboxylate

生成物 1

HCID 592180241-({4-[3-(4-Isobutylphenyl)isoxazol-5-yl]-2-thienyl}methyl)azetidine-3-carboxylic acid収率 80.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 312751,4-Dioxane溶媒

実験手順

To a solution of ethyl 1-({4-[3-(4-isobutylphenyl)isoxazol-5-yl]-2-thienyl}methyl)azetidine-3-carboxylate (0.47 g, 1.1 mmol) that was obtained in Example 9 (9h) in 1,4-dioxane (15 ml) was added a 1N aqueous solution of sodium hydroxide (3.3 ml, 3.3 mmol) at 0° C. with stirring, and then the resulting mixture was stirred at room temperature for 30 minutes. After adding methanol (15 ml) and water (5 ml) to the reaction mixture, the resulting mixture was heated under stirring until the white solid precipitated was dissolved, and then acetic acid (0.19 ml, 3.3 mmol) was added. The white solid precipitated was collected by filtration using a Kiriyama funnel, washed with methanol and dried in vacuo to afford the title compound (0.35 g) in a yield of 78% as a white crystalline solid.

後処理

  1. stirringthe resulting mixture was stirred at room temperature for 30 minutes
  2. temperaturethe resulting mixture was heated
  3. stirringunder stirring until the white solid
  4. customprecipitated
  5. dissolutionwas dissolved
  6. customThe white solid precipitated
  7. filtrationwas collected by filtration
  8. washwashed with methanol
  9. customdried in vacuo

出典と根拠

ORDレコード
ord-5f56c01e3ac74179b718b38896e0463f
出典データセット
uspto-grants-2010_03
特許番号
US07687491B2

反応ノート

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