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	2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-iodo-benzoic acid	HCID 16090664	—
Reactant	4-[2-[(2,1,3-Benzothiadiazol-4-ylsulfonyl)amino]-4-iodobenzoyl]-morpholine	HCID 16090694	—
Product	4-[4-Iodo-2-[(5-quinoxalinylsulfonyl)amino]benzoyl]-morpholine	HCID 11352971	—

Reaction Steps

Benzo[1,2,5]thiadiazole-4-sulfonic acid [5-iodo-2-(morpholine-4-carbonyl)-phenyl]-amide. The title compound was prepared from the HATU-mediated coupling of 2-(benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-iodobenzoic acid and morpholine and purified as described in EXAMPLE 1, Step K. MS (ESI): mass calculated for C17H15IN4O4S2, 530.0; m/z found, 531 [M+H]+, 553 [M+Na]+. HPLC (reverse phase): RT=8.50 min. 1H NMR (400 MHz, CDCl3): (rotameric broadening) 8.91 (s, 1H), 8.31 (dd, J=7.0, 0.9 Hz, 1H), 8.27 (dd, J=8.8, 0.9 Hz, 1H), 7.97 (d, J=1.5 Hz, 1H), 7.74 (dd, J=8.8, 7.0 Hz, 1H), 7.41 (dd, J=8.1, 1.6 Hz, 1H), 6.78 (d, J=8.1 Hz, 1H), 3.75-3.05 (br m, 8H).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07563895B2
Source dataset	uspto-grants-2009_07
ORD ID	ord-23925e0f844f4d2c88a69b0030522282
Source note	uspto-grants-2009_07