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

HRID 1007497노트

반응식

HRID 1007497 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 14798Sodium Hydroxide용매HCID 312751,4-Dioxane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-5a03f96d9af9415d96bada032e48eb21
출처 데이터셋
uspto-grants-2004_09
특허 번호
US06794406B2

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