Hydrochloric Acid → 4-{4-[4-(4-Fluoro-3-trifluoromethyl-phenyl)-1-(2-methylamino-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one tris hydrochloride

HRID 1685199Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1685199
C(O[C:9](=O)[N:10]([CH2:12][CH2:13][N:14]1[CH:18]=[C:17]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]([C:26]([F:29])([F:28])[F:27])[CH:20]=2)[N:16]=[C:15]1[CH:30]1[CH2:35][CH2:34][N:33]([C:36]2[C:37]3[CH2:44][C:43](=[O:45])[NH:42][C:38]=3[N:39]=[CH:40][N:41]=2)[CH2:32][CH2:31]1)C)C1C=CC=CC=1.[ClH:47]>>[ClH:47].[ClH:47].[ClH:47].[F:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]2[N:16]=[C:15]([CH:30]3[CH2:31][CH2:32][N:33]([C:36]4[C:37]5[CH2:44][C:43](=[O:45])[NH:42][C:38]=5[N:39]=[CH:40][N:41]=4)[CH2:34][CH2:35]3)[N:14]([CH2:13][CH2:12][NH:10][CH3:9])[CH:18]=2)=[CH:20][C:21]=1[C:26]([F:27])([F:28])[F:29]

Komponenten

3

Edukt 2

HCID 313Hydrochloric AcidHCID 67264871(2-{4-(4-Fluoro-3-trifluoromethyl-phenyl)-2-[1-(6-oxo-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidin-4-yl]-imidazol-1-yl}-ethyl)-methyl-carbamic acid benzyl ester

Produkt 1

HCID 866416154-{4-[4-(4-Fluoro-3-trifluoromethyl-phenyl)-1-(2-methylamino-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-5,7-dihydro-pyrrolo[2,3-d]pyrimidin-6-one tris hydrochloride

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Dissolve (2-{4-(4-fluoro-3-trifluoromethyl-phenyl)-2-[1-(6-oxo-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-yl)-piperidin-4-yl]-imidazol-1-yl}-ethyl)-methyl-carbamic acid benzyl ester (213 μmol; 136 mg) in conc. HCl (8 mL) and heat to 50° C. for 60 min. Cool to RT, extract 2 times with ether, evaporate the organic layer, co-evaporate the residue 2 times with MeOH, co-evaporate the residue 2 times with DCM/MeOH to provide 129.6 mg (0.21 mmol; 99%) of the title compound. MS (ES+): m/z=504 (M+H).

Aufarbeitung

  1. temperatureCool to RT
  2. extractionextract 2 times with ether
  3. customevaporate the organic layer

Quellen und Nachweise

ORD-Eintrag
ord-172b20126d6a4100930831bd08edf8bd
Quelldatensatz
uspto-grants-2012_04
Patentnummer
US08148387B2

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