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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Sodium Hydroxide → (6-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2-{[(1,1-dimethylethyl)oxy]carbonyl}-5-methyl-1,2,3,4-tetrahydro-1-isoquinolinyl)acetic acid

HRID 2383312
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HRID 2383312 반응식
C([O:5][C:6](=[O:42])[CH2:7][CH:8]1[C:17]2[C:12](=[C:13]([CH3:34])[C:14]([C:18]3[N:22]=[C:21]([C:23]4[CH:28]=[CH:27][C:26]([O:29][CH:30]([CH3:32])[CH3:31])=[C:25]([Cl:33])[CH:24]=4)[O:20][N:19]=3)=[CH:15][CH:16]=2)[CH2:11][CH2:10][N:9]1[C:35]([O:37][C:38]([CH3:41])([CH3:40])[CH3:39])=[O:36])CCC.[OH-].[Na+]>C(O)C>[Cl:33][C:25]1[CH:24]=[C:23]([C:21]2[O:20][N:19]=[C:18]([C:14]3[C:13]([CH3:34])=[C:12]4[C:17](=[CH:16][CH:15]=3)[CH:8]([CH2:7][C:6]([OH:42])=[O:5])[N:9]([C:35]([O:37][C:38]([CH3:39])([CH3:41])[CH3:40])=[O:36])[CH2:10][CH2:11]4)[N:22]=2)[CH:28]=[CH:27][C:26]=1[O:29][CH:30]([CH3:32])[CH3:31]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 595910751,1-Dimethylethyl 1-[2-(butyloxy)-2-oxoethyl]-6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate

생성물 1

HCID 59591087(6-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2-{[(1,1-dimethylethyl)oxy]carbonyl}-5-methyl-1,2,3,4-tetrahydro-1-isoquinolinyl)acetic acid수율 89.9%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

To a solution of 1,1-dimethylethyl 1-[2-(butyloxy)-2-oxoethyl]-6-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-5-methyl-3,4-dihydro-2(1H)-isoquinolinecarboxylate (Preparation 20; 92 mg, 0.154 mmol) in ethanol (3 ml) was added sodium hydroxide (0.154 ml, 0.308 mmol) and the resulting mixture was stirred at room temperature for ca 3.5 h. Most of the solvent was removed and the residue partitioned between ether and water (with dropwise addition of 2N sodium hydroxide to keep the mixture basic). The layers were separated, and the aqueous layer acidified with 2N aqueous hydrochloric acid and extracted twice with ethyl acetate. The combined ethyl acetate fractions were dried over MgSO4 and concentrated in vacuo to give the title compound (75 mg) as a pale yellow oil.

후처리

  1. customMost of the solvent was removed
  2. customthe residue partitioned between ether and water (
  3. additionwith dropwise addition of 2N sodium hydroxide
  4. customThe layers were separated
  5. extractionextracted twice with ethyl acetate
  6. dry with materialThe combined ethyl acetate fractions were dried over MgSO4
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0584bd419d54466d88aba8df756aae27
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08263620B2

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