Hydrochloric Acid → N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethyl-phenyl}glycine

HRID 1007497ノート

反応式

HRID 1007497 の反応式
[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:19]([CH3:20])=[CH:18][C:17]([NH:21][CH2:22][C:23]([O:25]CC)=[O:24])=[CH:16][C:15]=3[CH3:28])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2].Cl>O1CCOCC1.[OH-].[Na+]>[CH:1]([C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:13][C:14]3[C:19]([CH3:20])=[CH:18][C:17]([NH:21][CH2:22][C:23]([OH:25])=[O:24])=[CH:16][C:15]=3[CH3:28])[CH:11]=2)[NH:6][CH:5]=1)([CH3:3])[CH3:2]

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 22669446Ethyl N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylphenyl}glycinate

生成物 1

HCID 9903147N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethyl-phenyl}glycine収率 98.3%

試薬・触媒・溶媒 2

HCID 14798Sodium Hydroxide溶媒HCID 312751,4-Dioxane溶媒

実験手順

56 mg of ethyl N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethylphenyl}glycinate (Example 3) are stirred in 7 ml of dioxane with 1.5 ml of IN sodium hydroxide for 2 hours at room temperature. The mixture is poured onto water, rendered acidic using 1N hydrochloric acid, extracted with ethyl acetate, the extract is dried and the solvent is removed in vacuo. 51 mg of N-{4-[(3-isopropyl-1H-indol-5-yl)oxy]-3,5-dimethyl-phenyl}glycine are obtained 1H-NMR (300 MHz, CDCl3): δ=1.29, d, 6H; 2.10, s, 6H; 3.07, sept., 1H; 3.70, s, 2H; 6.41, s, 2H; 6.73, m, 1H; 6.91, m, 2H; 7.21, d, 1H; 7.77, s, broad, 1H.

後処理

  1. additionThe mixture is poured onto water
  2. extractionextracted with ethyl acetate
  3. customthe extract is dried
  4. customthe solvent is removed in vacuo

出典と根拠

ORDレコード
ord-5a03f96d9af9415d96bada032e48eb21
出典データセット
uspto-grants-2004_09
特許番号
US06794406B2

反応ノート

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