Morpholine → 4-[4-Iodo-2-[(5-quinoxalinylsulfonyl)amino]benzoyl]-morpholine

Participants

Role	Name	HCID	Charge
Reactant	Morpholine	HCID 8083	—
Reactant	Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)	HCID 9886157	—
Reactant	4-Iodo-2-(quinoxaline-5-sulfonylamino)benzoic acid	HCID 16090758	—
Product	4-[4-Iodo-2-[(5-quinoxalinylsulfonyl)amino]benzoyl]-morpholine	HCID 11352971	—

Reaction Steps

The title compound was prepared from the HATU-mediated coupling of 4-iodo-2-(quinoxaline-5-sulfonylamino)benzoic acid (EXAMPLE 4, Step D) and morpholine and purified as described in EXAMPLE 1, Step K. MS (ESI): mass calculated for C19H17IN4O4S, 524.0; m/z found, 523 [M−H]−. HPLC (reverse phase): RT=8.32 min. 1H NMR (500 MHz, CDCl3, rotameric broadening): 9.06 (d, J=1.8 Hz, 1H), 9.02 (d, J=1.8 Hz, 1H), 9.01 (br s, 1H), 8.51 (dd, J=7.0, 1.5 Hz, 1H), 8.37 (dd, J=8.4, 1.4 Hz, 1H), 7.96 (d, J=1.5 Hz, 1H), 7.90 (dd, J=8.4, 7.4 Hz, 1H), 7.38 (dd, J=8.0, 1.6 Hz, 1H), 6.76 (d, J=8.0 Hz, 1H), 3.70-3.40 (br m, 6H), 3.30-3.05 (br m, 2H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07563895B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-5cc3bc17374f4e6a8f446a072c4fff43
Source note	uspto-grants-2009_07