Acetonitrile → 2-{[5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl]amino}-2-oxoethyl acetate

HRID 8800Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 8800
[NH2:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])=[C:8]([C:11]3[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=3)[CH:9]=2)[O:4][C:3]=1[C:26](=[O:31])[C:27]([OH:30])([CH3:29])[CH3:28].[C:32]([O:35][CH2:36][C:37](Cl)=[O:38])(=[O:34])[CH3:33].C(#N)C>C(OCC)(=O)C>[C:32]([O:35][CH2:36][C:37]([NH:1][C:2]1[C:10]2[C:5](=[N:6][C:7]([C:18]3[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][C:19]=3[Cl:25])=[C:8]([C:11]3[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=3)[CH:9]=2)[O:4][C:3]=1[C:26](=[O:31])[C:27]([OH:30])([CH3:28])[CH3:29])=[O:38])(=[O:34])[CH3:33]

Komponenten

5

Edukt 3

HCID 6342AcetonitrileHCID 26297Acetoxyacetyl chlorideHCID 219849491-[3-Amino-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)furo[2,3-b]pyridin-2-yl]-2-hydroxy-2-methylpropan-1-one

Produkt 1

HCID 219849022-{[5-(4-Chlorophenyl)-6-(2,4-dichlorophenyl)-2-(2-hydroxy-2-methylpropanoyl)furo[2,3-b]pyridin-3-yl]amino}-2-oxoethyl acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

The product of Step B (0.120 g; 0.253 mmol) and acetoxyacetyl chloride (0.11 mL; 1.01 mmol) were added to 2 mL of acetonitrile and stirred at room temperature. After 50 minutes the reaction mixture was diluted with ethyl acetate and washed two times with aqueous sodium bicarbonate. The organic layer was dried over sodium sulfate then concentrated. The residue was triturated in 10 mL of methanol. The solid product was collected and rinsed two times with methanol then dried in vacuo. HPLC/MS 576.8 (M+2); Rt=4.32 min.

Aufarbeitung

  1. washwashed two times with aqueous sodium bicarbonate
  2. dry with materialThe organic layer was dried over sodium sulfate
  3. concentrationthen concentrated
  4. customThe residue was triturated in 10 mL of methanol
  5. customThe solid product was collected
  6. washrinsed two times with methanol
  7. customthen dried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9b9d55aab8b243c5a6fc73781db5ccd2
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07091216B2

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