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Potassium Carbonate → 6-Chloro-2-(4-chloropyridine-2-carbonyl)-3-(2-hydroxyisobutyrylamino)indole

HRID 379868
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HRID 379868 반응식
C([O:4][C:5]([CH3:29])([CH3:28])[C:6]([NH:8][C:9]1[C:17]2[C:12](=[CH:13][C:14]([Cl:18])=[CH:15][CH:16]=2)[NH:11][C:10]=1[C:19]([C:21]1[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][N:22]=1)=[O:20])=[O:7])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO.CS(C)=O.O.C(OCC)C>[Cl:18][C:14]1[CH:13]=[C:12]2[C:17]([C:9]([NH:8][C:6](=[O:7])[C:5]([OH:4])([CH3:29])[CH3:28])=[C:10]([C:19]([C:21]3[CH:26]=[C:25]([Cl:27])[CH:24]=[CH:23][N:22]=3)=[O:20])[NH:11]2)=[CH:16][CH:15]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 2

HCID 11430Potassium CarbonateHCID 183681673-(2-Acetoxyisobutyrylamino)-6-chloro-2-(4-chloropyridine-2-carbonyl)indole

생성물 1

HCID 183678116-Chloro-2-(4-chloropyridine-2-carbonyl)-3-(2-hydroxyisobutyrylamino)indole수율 45.8%

시약·촉매·용매 4

HCID 679Dimethyl Sulfoxide용매HCID 887Methanol용매
HCID 962
Water
용매
HCID 3283Diethyl Ether용매

실험 절차

To a suspension of 3-(2-acetoxyisobutyrylamino)-6-chloro-2-(4-chloropyridine-2-carbonyl)indole (Example 360, 251.4 mg, 0.5789 mmol) in methanol (8 ml) and DMSO (20 ml) was added potassium carbonate (45.0 mg, 0.3259 mmol) in water (1 ml) at room tempetature. After stirring for 30 h, the mixture was diluted with diethyl ether (150 ml), and then washed with water (25 ml×3), brine (25 ml) and dried (MgSO4). Removal of solvent gave a crystalline residue, which was recrystallized from ethyl acetate to afford 103.9 mg (45.8%) of the title compound.

후처리

  1. washwashed with water (25 ml×3), brine (25 ml)
  2. dry with materialdried (MgSO4)
  3. customRemoval of solvent
  4. customgave a crystalline residue, which
  5. customwas recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-25503e18c1874510a0b05d81a1b559af
출처 데이터셋
uspto-grants-2001_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06300363B1

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