Morpholine → 9-hydroxy-6-(2-morpholinoethyl)-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione

Participants

Role	Name	HCID	Charge
Reactant	Morpholine	HCID 8083	—
Reactant	2-(9-Hydroxy-1,3-dioxo-4-phenyl-2,3-dihydropyrrolo[3,4-c]carbazol-6 (1H)-yl)ethyl methanesulfonate	HCID 86760202	—
Product	9-hydroxy-6-(2-morpholinoethyl)-4-phenylpyrrolo[3,4-c]carbazole-1,3(2H,6H)-dione	HCID 21980883	75%

Reaction Steps

Mesylate (205) (70 mg, 0.16 mmol) prepared as described in example 174 was reacted with morpholine according to the procedure described in example 179 to give amine (211) (53 mg, 75%) as a yellow powder, mp 260–262° C. 1H NMR □ [(CD3)2SO) 1H NMR δ [(CD3)2SO] 11.04 (br s, 1H), 9.33 (s, 1H), 8.40 (d, J=2.5 Hz, 1H), 7.78 (s, 1H), 7.64 (m, 2H), 7.54 (d, J=8.9 Hz, 1H), 7.47 (m, 3H), 7.12 (dd, J=8.9, 2.5 Hz, 1H), 4.57 (t, J=6.4 Hz, 2H), 3.45 (t, J=4.5 Hz, 4H), 2.67 (t, J=6.4 Hz, 2H), 2.18 (br t, J=4 Hz, 4H). Found: C, 70.55; H, 5.25; N, 9.22. C26H23N3O4 requires: C, 70.74; H, 5.25; N, 9.51.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07094798B1
Source dataset	uspto-grants-2006_08
ORD ID	ord-d641bce625f5461193f6ee418249272a
Source note	uspto-grants-2006_08