Hydrochloric Acid → HCID 178522413, Verbindung

HRID 529740Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 529740
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:33][CH:34]([F:36])[F:35])=[C:6]([C:8]2[N:12](COCC[Si](C)(C)C)[N:11]=[CH:10][C:9]=2[NH:21][C:22]([C:24]2[CH:25]=[N:26][N:27]3[CH:32]=[CH:31][CH:30]=[N:29][C:28]=23)=[O:23])[CH:7]=1.Cl>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:33][CH:34]([F:36])[F:35])=[C:6]([C:8]2[C:9]([NH:21][C:22]([C:24]3[CH:25]=[N:26][N:27]4[CH:32]=[CH:31][CH:30]=[N:29][C:28]=34)=[O:23])=[CH:10][NH:11][N:12]=2)[CH:7]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 131735618pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [5-(5-chloro-2-difluoromethoxyphenyl)-1-(2-trimethylsilanylethoxymethyl)-1H-pyrazol-4-yl]amide

Produkt 1

HCID 178522413HCID 178522413, VerbindungAusbeute 96,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A suspension of pyrazolo[1,5-a]pyrimidine-3-carboxylic acid [5-(5-chloro-2-difluoromethoxyphenyl)-1-(2-trimethylsilanylethoxymethyl)-1H-pyrazol-4-yl]amide (59.0 g, 110 mmol) in methanol (420 mL) was treated with 6N HCl (80 mL) and the mixture heated at 60° C. for 4 hours. The solvent was evaporated and the residue triturated with water. The solid was collected by filtration, washed with water and left to air dry. The solid was triturated with a minimum volume of acetonitrile, collected by filtration, washed with diethyl ether and dried at 60° C. under high vacuum to afford the title compound as a yellow solid (42.9 g, 96%). 1H NMR (400 MHz, DMSO-d6) δ: (ppm) 9.71 (s, 1H), 9.34 (dd, 1H), 8.68-8.69 (m, 1H), 8.66 (s, 1H), 8.25 (s, 1H), 7.62 (dd, 2H), 7.43-7.46 (m, 1H), 7.29 (dd, 1H), 7.23 (d, 1H).

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue triturated with water
  3. filtrationThe solid was collected by filtration
  4. washwashed with water
  5. waitleft to air
  6. customdry
  7. customThe solid was triturated with a minimum volume of acetonitrile
  8. filtrationcollected by filtration
  9. washwashed with diethyl ether
  10. customdried at 60° C. under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-8bfd11f024e34e59bf34321fac942dd0
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09346815B2

Notizen zur Reaktion

Wird geladen…