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1,1-Dimethylethyl 3-[5-(5-{3-chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate → 3-[5-(5-{3-Chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoic acid

HRID 2192531
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HRID 2192531 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:18]=3[CH:19]=[CH:20][N:21]=[C:22]4[CH2:27][CH2:28][C:29]([O:31]C(C)(C)C)=[O:30])[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([F:11])[F:10]>Cl.O1CCOCC1.CO>[Cl:1][C:2]1[CH:3]=[C:4]([C:12]2[O:16][N:15]=[C:14]([C:17]3[CH:26]=[CH:25][CH:24]=[C:23]4[C:18]=3[CH:19]=[CH:20][N:21]=[C:22]4[CH2:27][CH2:28][C:29]([OH:31])=[O:30])[N:13]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH:9]([F:11])[F:10]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 581499271,1-Dimethylethyl 3-[5-(5-{3-chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate

생성물 1

HCID 444766713-[5-(5-{3-Chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoic acid수율 44.9%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 887Methanol용매
HCID 31275
1,4-Dioxane
용매

실험 절차

1,1-Dimethylethyl 3-[5-(5-{3-chloro-4-[(difluoromethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-1-isoquinolinyl]propanoate (D46; 32 mg, 0.064 mmol) was dissolved in 4M hydrogen chloride in 1,4-dioxane, and the solution allowed to stand at room temperature for 2 h. The solvent was evaporated in vacuo to give a white solid which was triturated under dry ether (3×5 ml) to give a white solid. The sample was dissolved in 1:1 MeOH:DMSO (1 ml) and purified by Mass Directed Preparative HPLC (Supelcosil ABZ+Plus column, eluting with solvents NB (A: Water+0.1% Formic acid, B: MeCN:Water 95:5+0.05% Formic acid)). The solvent was evaporated in vacuo to give the title compound as a white solid (12.8 mg)

후처리

  1. customThe solvent was evaporated in vacuo
  2. customto give a white solid which
  3. customwas triturated under dry ether (3×5 ml)
  4. customto give a white solid
  5. customDMSO (1 ml) and purified by Mass Directed Preparative HPLC (Supelcosil ABZ+Plus column
  6. washeluting with solvents NB (A: Water+0.1% Formic acid, B
  7. customThe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-c5e4fc2d480845419df1928780c234b2
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08329730B2

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