Water → 5-{7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidin-5-yl}-2-(tert-butoxycarbonyl)-(1R)-2,5-diaza-bicyclo[2.2.1]heptane

HRID 897404Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 897404
Cl[C:2]1[N:7]2[CH:8]=[N:9][N:10]=[C:6]2[C:5]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)=[C:4]([C:21]2[CH:26]=[CH:25][N:24]=[C:23]([Cl:27])[CH:22]=2)[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[C:34]([O:38][C:39]([N:41]1[CH2:46][C@H:45]2[CH2:47][C@@H:42]1[CH2:43][NH:44]2)=[O:40])([CH3:37])([CH3:36])[CH3:35].O>CN(C=O)C>[Cl:27][C:23]1[CH:22]=[C:21]([C:4]2[N:3]=[C:2]([N:44]3[CH2:43][C@H:42]4[CH2:47][CH:45]3[CH2:46][N:41]4[C:39]([O:38][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:40])[N:7]3[CH:8]=[N:9][N:10]=[C:6]3[C:5]=2[C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:20])[F:19])[CH:12]=2)[CH:26]=[CH:25][N:24]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 11860399N-Boc-2,5-diazabicyclo[2.2.1]heptaneHCID 223466035-Chloro-7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidine

Produkt 1

HCID 208169155-{7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)phenyl)-1,2,4-triazolo[4,3-c]pyrimidin-5-yl}-2-(tert-butoxycarbonyl)-(1R)-2,5-diaza-bicyclo[2.2.1]heptane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 5-chloro-7-(2-chloro-4-pyridyl)-8-(3-(trifluoromethyl)-phenyl)-1,2,4-triazolo[4,3-c]pyrimidine (820 mg, 2.0 mmole), potassium carbonate (ca. 1.0 g) and (−)-2-(tert-butoxycarbonyl)-(1R, 4R)-2,5-diaza-bicyclo[2.2.1]heptane (436 mg, 2.2 mmole) in 10 ml of DMF was stirred at room temperature for 16 hours. The reaction solution was poured into water (50 mL), and precipitate was filtered and washed with water and dried under vacuum to give product as off white solid; MS m/z (M)+ 572.3; C27H25ClF3N7O2 requir. 572.

Aufarbeitung

  1. filtrationwas filtered
  2. washwashed with water
  3. customdried under vacuum
  4. customto give product as off white solid

Quellen und Nachweise

ORD-Eintrag
ord-3eceb919491a46659ec43915b1b11fbf
Quelldatensatz
uspto-grants-2005_07
Patentnummer
US06921762B2

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