Reaktion #540163

ord-44f207ca23b84122bf2639d8036ca141

Reaktionsgleichung

Cc1ccccc1
toluene
CC(C)(C)c1cc(N)[nH]n1
3-tert-butyl-1H-pyrazol-5-amine
CCN(CC)CC
triethylamine
ClC(c1ccccc1)(c1ccccc1)c1ccccc1
(chloromethanetriyl)tribenzene
CC(C)(C)c1cc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)[nH]n1
crude title compound
Ausbeute 77.8%
CC(C)(C)c1cc(NC(c2ccccc2)(c2ccccc2)c2ccccc2)[nH]n1
3-tert-butyl-N-trityl-1H-pyrazol-5-amine
Ausbeute 77.8%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONwere added
  2. 2
    FiltrationThe solid was filtered
  3. 3
    Einengenthe filtrate was concentrated

Vorschrift

In a 20 mL vial, to a solution of 3-tert-butyl-1H-pyrazol-5-amine (150 mg, 1.078 mmol) in dichloromethane (2 mL) and triethylamine (0.180 mL, 1.293 mmol) was added (chloromethanetriyl)tribenzene (300 mg, 1.078 mmol). The reaction was stirred at 20° C. for 10 hours before toluene (5 mL) and ethyl acetate (10 mL) were added. The solid was filtered and the filtrate was concentrated to provide the crude title compound (320 mg). 1H NMR (300 MHz, DMSO-d6) δ ppm 0.95-1.02 (m, 9H) 4.82 (s, 1H) 5.75 (s, 1H) 7.15-7.37 (m, 15H) 11.13 (s, 1H); MS (DCI/NH3) m/z 382 (M+H)+.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08492371B2uspto-grants-2013_07