StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

1-[(2,2-Difluorocyclopropyl)methyl]-5-(1,2,3,3a,4,6a-hexahydrocyclo-penta-[c]pyrrol-5-yl)-3-methyl-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridine 2,2-dioxide → 1-[(2,2-Difluorocyclopropyl)methyl]-3-methyl-5-(octahydrocyclopenta[c]-pyrrol-5-yl)-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridine 2,2-dioxide

HRID 629896
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 629896
[F:1][C:2]1([F:26])[CH2:4][CH:3]1[CH2:5][N:6]1[C:14]2[C:9](=[N:10][C:11]([C:15]3[CH2:16][CH:17]4[CH2:21][NH:20][CH2:19][CH:18]4[CH:22]=3)=[CH:12][CH:13]=2)[N:8]([CH3:23])[S:7]1(=[O:25])=[O:24]>[Pd].CO>[F:26][C:2]1([F:1])[CH2:4][CH:3]1[CH2:5][N:6]1[C:14]2[C:9](=[N:10][C:11]([CH:15]3[CH2:16][CH:17]4[CH2:21][NH:20][CH2:19][CH:18]4[CH2:22]3)=[CH:12][CH:13]=2)[N:8]([CH3:23])[S:7]1(=[O:25])=[O:24]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 711367261-[(2,2-Difluorocyclopropyl)methyl]-5-(1,2,3,3a,4,6a-hexahydrocyclo-penta-[c]pyrrol-5-yl)-3-methyl-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridine 2,2-dioxide

Produkt 1

HCID 711407481-[(2,2-Difluorocyclopropyl)methyl]-3-methyl-5-(octahydrocyclopenta[c]-pyrrol-5-yl)-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridine 2,2-dioxide

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887Methanol
Lösungsmittel

Versuchsvorschrift

1-[(2,2-Difluorocyclopropyl)methyl]-5-(1,2,3,3a,4,6a-hexahydrocyclo-penta-[c]pyrrol-5-yl)-3-methyl-1,3-dihydro[1,2,5]thiadiazolo[3,4-b]pyridine 2,2-dioxide (24-2, 100 mg, 0.26 mmol, 1.0 equiv) was added to anhydrous methanol (2.6 mL). To this solution was added 10% palladium(0) on carbon (55.7 mg, 0.052 mmol, 0.2 equiv) to give a black suspension. The reaction flask was evacuated and back-filled with hydrogen from a balloon. This process was repeated an additional 2 times. The resulting mixture was allowed to stir under an atmosphere of H2 for 30 min. Following this duration, LCMS showed complete consumption of starting material. The reaction contents were filtered through Celite, washed with DCM and concentrated to give 25-1 as an off-white solid. The crude material was carried forward without additional purification.

Aufarbeitung

  1. customto give a black suspension
  2. customThe reaction flask was evacuated
  3. additionback-filled with hydrogen from a balloon
  4. customconsumption of starting material
  5. customThe reaction contents
  6. filtrationwere filtered through Celite
  7. washwashed with DCM
  8. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3a3c5a8a7eaf40ca964c197cb8e16bf1
Quelldatensatz
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09315518B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion