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

Hydrochloric Acid → 2-bromo-5-(1,3-dimethyl-1H-pyrazol-4-yl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine

HRID 62222
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 62222
[BH4-].[Na+].[Br:3][C:4]1[CH:24]=[C:7]2[N:8]=[C:9]([C:16]3[C:17]([CH3:23])=[N:18][N:19]([CH2:21]C)[CH:20]=3)[CH:10]=[C:11]([C:12]([F:15])([F:14])[F:13])[N:6]2[N:5]=1.Cl>C(O)C>[Br:3][C:4]1[CH:24]=[C:7]2[NH:8][CH:9]([C:16]3[C:17]([CH3:23])=[N:18][N:19]([CH3:21])[CH:20]=3)[CH2:10][CH:11]([C:12]([F:13])([F:14])[F:15])[N:6]2[N:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 4311764Sodium borohydrideHCID 867041792-bromo-5-(1-ethyl-3-methyl-1H-pyrazol-4-yl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine

Produkt 1

HCID 1363444012-bromo-5-(1,3-dimethyl-1H-pyrazol-4-yl)-7-(trifluoromethyl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidineAusbeute 77,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702
Ethanol
Lösungsmittel

Versuchsvorschrift

Sodium tetrahydroborate (472 mg) was slowly added to a suspension of 2-bromo-5-(1-ethyl-3-methyl-1H-pyrazol-4-yl)-7-(trifluoromethyl)pyrazolo[1,5-a]pyrimidine (Preparation 7, 1.8 g) in Ethanol (20 mL). The reaction mixture was stirred at room temperature for 3 hours. The reaction solution was then very slowly added to ice cooled 1N HCl until a pH=2.0 was achieved to quench any remaining sodium tetrahydroborate. The solution was then concentrated under high vacuum to remove the majority of ethanol. Saturated sodium bicarbonate aqueous solution was then slowly added to the acidic solution until a neutral pH (7.0) was achieved and a white precipitate forms. The precipitate was filtered off and washed with water (200 mL) and ether (20 mL). The white precipitate was collected and dried in vacuo to afford the title compound as a white powder (1.36 g, 74.7%). 1H NMR (400 MHz, DMSO-d6) δ: 2.00, (m, 1H), 2.09, (s, 3H), 2.30, (m, 1H), 3.67, (s, 3H), 4.34, (m, 1H), 5.15, (m, 1H), 5.31, (s, 1H), 6.69, (s, 1H), 7.63, (s, 1H).

Aufarbeitung

  1. additionThe reaction solution was then very slowly added to ice
  2. customto quench any remaining sodium tetrahydroborate
  3. concentrationThe solution was then concentrated under high vacuum
  4. customto remove the majority of ethanol
  5. additionSaturated sodium bicarbonate aqueous solution was then slowly added to the acidic solution until a neutral pH (7.0)
  6. filtrationThe precipitate was filtered off
  7. washwashed with water (200 mL) and ether (20 mL)
  8. customThe white precipitate was collected
  9. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-6fc2cb6fd89b4fd79f53a2b916b1aa7d
Quelldatensatz
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09446046B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion