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Sodium Hydroxide → 2-[1-[1-(4-Methoxy-2-methylphenyl)-6-methyl-2,3-dihydropyrrolo[2,3-b]pyridin-4-yl]pyrazol-3-yl]-1,2,5-thiadiazolidine 1,1-dioxide

HRID 32802
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 32802
[CH3:1][C:2]1[N:7]=[C:6]2[N:8]([C:11]3[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=3[CH3:19])[CH2:9][CH2:10][C:5]2=[C:4]([N:20]2[CH:24]=[CH:23][C:22]([N:25]3[S:29](=[O:31])(=[O:30])[N:28](C(OC)=O)[CH2:27][CH2:26]3)=[N:21]2)[CH:3]=1.[OH-].[Na+].C([O-])(O)=O.[Na+]>CO.C(Cl)Cl>[O:31]=[S:29]1(=[O:30])[NH:28][CH2:27][CH2:26][N:25]1[C:22]1[CH:23]=[CH:24][N:20]([C:4]2[CH:3]=[C:2]([CH3:1])[N:7]=[C:6]3[N:8]([C:11]4[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][C:12]=4[CH3:19])[CH2:9][CH2:10][C:5]=23)[N:21]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 11306561HCID 11306561, Verbindung

Produkt 1

HCID 112476722-[1-[1-(4-Methoxy-2-methylphenyl)-6-methyl-2,3-dihydropyrrolo[2,3-b]pyridin-4-yl]pyrazol-3-yl]-1,2,5-thiadiazolidine 1,1-dioxideAusbeute 100,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887
Methanol
Lösungsmittel
HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of example 5-1 (7.2 mg, 0.0144 mmol) in anh. MeOH (1 mL) and anh. CH2Cl2 (2 mL), at r.t., under N2, was added 25% NaOH (40 μL). The reaction mixture was stirred at r.t. for 30 min. It was then poured into sat.aq. NaHCO3 and CH2Cl2 was added. The phases were separated and the aqueous layer was further extracted with CH2Cl2 (2×10 mL). The combined organic extracts were dried over anh. Na2SO4, the solids were filtered and the solvent evaporated to give the title compound (6.4 mg, quantitative yield) as a white solid.

Aufarbeitung

  1. additionIt was then poured into sat.aq
  2. customThe phases were separated
  3. extractionthe aqueous layer was further extracted with CH2Cl2 (2×10 mL)
  4. dry with materialThe combined organic extracts were dried over anh. Na2SO4
  5. filtrationthe solids were filtered
  6. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-e8af4723cfc24a4badd9fd577fba28a5
Quelldatensatz
uspto-grants-2008_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07427630B2

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