Reaktion #92466

ord-7c14912a7be747e19b8a6a59011adc20

Reaktionsgleichung

Cn1cc(-c2ccc3c(c2)ncn3-c2cc(N)cc(-c3cc(F)ccc3F)c2)cn1
2′,5′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-amine
CCS(=O)(=O)Cl
ethanesulfonyl chloride
CCS(=O)(=O)Nc1cc(-c2cc(F)ccc2F)cc(-n2cnc3cc(-c4cnn(C)c4)ccc32)c1
N-(2′,5′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-yl)ethanesulfonamide
Ausbeute 16.2%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeto give the pure product in 16.2% yield (14 mg)
  2. 2
    Sonstige494.2 [M+H]+ (rt: 0.1.33 min)

Vorschrift

The compound was prepared from 2′,5′-difluoro-5-(5-(1-methyl-1H-pyrazol-4-yl)-1H-benzo[d]imidazol-1-yl)-[1,1′-biphenyl]-3-amine (70 mg, 0.175 mmol) using the procedure of Example 2(b) and ethanesulfonyl chloride (26 mg, 0.21 mmol, 1.2 eq.) to give the pure product in 16.2% yield (14 mg). NMR (400 MHz, DMSO-D6): δ10.35 (s, 1H), 8.80 (s, 1H), 8.23 (s, 1H), 8.00 (s, 1H), 7.96 (s, 1H), 7.70 (d, 1H), 7.65-7.60 (m, 4H), 7.51 (s, 2H), 7.49-7.39 (m, 1H), 3.88 (s, 3H), 3.30 (q, 2H), 1.26 (t, 3H), LC-MS (ESI): Calculated mass: 493.53; Observed mass: 494.2 [M+H]+ (rt: 0.1.33 min).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447091B2uspto-grants-2016_09