4-Iodo-2-(quinoxaline-5-sulfonylamino)benzoic acid → HCID 58999866, compound

HRID 2265284Notes

Reaction equation

HRID 2265284 reaction equation
[I:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[C:4]([NH:11][S:12]([C:15]2[C:16]3[N:17]=[CH:18][CH:19]=[N:20][C:21]=3[CH:22]=[CH:23][CH:24]=2)(=[O:14])=[O:13])[CH:3]=1.Cl.[CH3:26][O:27][C:28](=[O:40])[C@@H:29]([NH2:39])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([Cl:37])=[C:33]([I:38])[CH:32]=1>>[CH3:26][O:27][C:28](=[O:40])[C@@H:29]([NH:39][C:6](=[O:7])[C:5]1[CH:9]=[CH:10][C:2]([I:1])=[CH:3][C:4]=1[NH:11][S:12]([C:15]1[C:16]2[N:17]=[CH:18][CH:19]=[N:20][C:21]=2[CH:22]=[CH:23][CH:24]=1)(=[O:14])=[O:13])[CH2:30][C:31]1[CH:36]=[CH:35][C:34]([Cl:37])=[C:33]([I:38])[CH:32]=1

Participants

3

Reactant 2

HCID 160907584-Iodo-2-(quinoxaline-5-sulfonylamino)benzoic acidHCID 68771628HCID 68771628, compound

Product 1

HCID 58999866HCID 58999866, compound

Procedure

4-Iodo-2-(quinoxaline-5-sulfonylamino)-benzoic acid was coupled to (S)-2-amino-3-(4-chloro-3-iodo-phenyl)-propionic acid methyl ester hydrochloride as in EXAMPLE 1, Part C, to afford title compound. HPLC: RT=10.61 min. MS (ESI+): mass calcd. for C25H19ClI2N4O5S, 776.77; m/z found, 777/779 [M+H]+. 1H NMR (400 MHz, CDCl3): 11.09 (s, 1H), 9.01-8.98 (m, 1H), 8.95-8.92 (m, 1H), 8.58 (d, J=7.3, 1H), 8.34 (d, J=8.5, 1H), 8.11 (d, J=1.5, 1H), 7.94-7.88 (m, 1H), 7.57 (d, J=1.9, 1H), 7.36-7.26 (m, 2H), 7.00-6.94 (m, 2H), 6.42 (d, J=6.3, 1H), 4.95-4.88 (m, 1H), 3.81 (s, 3H), 3.20-3.07 (m, 2H).

Sources & evidence

ORD record
ord-8340afebf28e442c80cbac6f1a4788d2
Source dataset
uspto-grants-2010_12
Patent number
US07855292B2

Reaction notes

Loading…