Imidazole → 6-(2-(1H-imidazol-1-yl)ethyl)-9-hydroxy-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

Participants

Role	Name	HCID	Charge
Reactant	Imidazole	HCID 795	—
Reactant	2-(9-Hydroxy-1,3-dioxo-4-phenyl-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)ethyl methanesulfonate	HCID 86760202	—
Product	6-(2-(1H-imidazol-1-yl)ethyl)-9-hydroxy-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione	HCID 21980728	50%

Reaction Steps

Mesylate (205) (70 mg, 0.16 mmol) prepared as described in example 174 was reacted with imidazole according to the procedure described in example 179 to give amine (213) (34 mg, 50%) as a yellow powder, mp>345° C. 1H NMR δ [(CD3)2SO] 11.05 (br s, 1H), 9.34 (s, 1H), 8.39 (d, J=2.4 Hz, 1H), 7.59 (m, 2H), 7.45 (m, 5H), 7.27 (s, 1H), 7.06 (dd, J=8.8, 2.4 Hz, 1H), 7.02 (s, 1H), 6.75 (s, 1H), 4.80 (t, J=5.7 Hz, 2H), 4.41 (t, J=5.7 Hz, 2H). Found: C, 70.36; H, 4.38; N, 12.68. C25H18N4O3.1/4H2O requires: C, 70.33; H, 4.37; N, 13.12.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07094798B1
Source dataset	uspto-grants-2006_08
ORD ID	ord-30442443bd474eb2884df4fb92dcbd48
Source note	uspto-grants-2006_08