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Sodium Hydroxide → 3-(5-{3-Methoxy-4-[3-(2-methylphenyl)ureido]-phenylacetylamino}pyrid-2-yl)-propanoic acid

HRID 1017982
ノート
印刷プレビュー

反応式

HRID 1017982 の反応式
C([O:3][C:4](=[O:36])[CH2:5][CH2:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][C:14](=[O:35])[CH2:15][C:16]2[CH:21]=[CH:20][C:19]([NH:22][C:23]([NH:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[CH3:32])=[O:24])=[C:18]([O:33][CH3:34])[CH:17]=2)=[CH:9][N:8]=1)C.[OH-].[Na+]>C(O)C>[CH3:34][O:33][C:18]1[CH:17]=[C:16]([CH2:15][C:14]([NH:13][C:10]2[CH:11]=[CH:12][C:7]([CH2:6][CH2:5][C:4]([OH:36])=[O:3])=[N:8][CH:9]=2)=[O:35])[CH:21]=[CH:20][C:19]=1[NH:22][C:23]([NH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH3:32])=[O:24]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 541518273-(5-{3-Methoxy-4-[3-(2-methylphenyl)ureido]-phenylacetylamino}pyrid-2-yl)-propanoic acid ethyl ester

生成物 1

HCID 120505263-(5-{3-Methoxy-4-[3-(2-methylphenyl)ureido]-phenylacetylamino}pyrid-2-yl)-propanoic acid収率 54.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

A stirred mixture of 3-(5-{3-methoxy-4-[3-(2-methylphenyl)ureido]-phenylacetylamino}pyrid-2-yl)-propanoic acid ethyl ester [0.62 g, Reference Example 3(a)] and ethanol (40 ml) was treated with 4% aqueous sodium hydroxide solution (3.2 ml) and then heated to 50° C. After stirring at 50° C. for 7 hours, the reaction mixture was cooled and then left to stand at room temperature over night. The reaction mixture was partially concentrated in vacuo, washed with diethyl ether and then acidified to pH 1.0 by addition of hydrochloric acid (1M). The resultant white solid was collected, washed with water and then dried in vacuo. Recrystallisation from aqueous acetonitrile gave the title compound (0.32 g) as a white crystalline solid, m.p. 191-192° C. (with decomposition). MS: MH+ 463.

後処理

  1. temperaturethe reaction mixture was cooled
  2. waitleft
  3. waitto stand at room temperature over night
  4. concentrationThe reaction mixture was partially concentrated in vacuo
  5. washwashed with diethyl ether
  6. additionacidified to pH 1.0 by addition of hydrochloric acid (1M)
  7. customThe resultant white solid was collected
  8. washwashed with water
  9. customdried in vacuo
  10. customRecrystallisation from aqueous acetonitrile

出典と根拠

ORDレコード
ord-7ab7f0a8dbbb477e8c6a93fe44f023fd
出典データセット
uspto-grants-2002_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06479519B1

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート