2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-iodo-benzoic acid → HCID 11700323, compound

HRID 1593873Notes

Reaction equation

HRID 1593873 reaction equation
C[O:2][C:3](=[O:38])[C@@H:4]([NH:15][C:16](=[O:37])[C:17]1[CH:22]=[CH:21][C:20]([I:23])=[CH:19][C:18]=1[NH:24][S:25]([C:28]1[C:33]2=[N:34][S:35][N:36]=[C:32]2[CH:31]=[CH:30][CH:29]=1)(=[O:27])=[O:26])[C:5]([C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1)([CH3:7])[CH3:6].N1SN=C2C(S(NC3C=C(I)C=CC=3C(O)=O)(=O)=O)=CC=CC=12.COC(=O)[C@@H](N)C(C1C=CC(Cl)=CC=1)(C)C>>[N:36]1[S:35][N:34]=[C:33]2[C:28]([S:25]([NH:24][C:18]3[CH:19]=[C:20]([I:23])[CH:21]=[CH:22][C:17]=3[C:16]([NH:15][C@@H:4]([C:5]([C:8]3[CH:9]=[CH:10][C:11]([Cl:14])=[CH:12][CH:13]=3)([CH3:7])[CH3:6])[C:3]([OH:38])=[O:2])=[O:37])(=[O:27])=[O:26])=[CH:29][CH:30]=[CH:31][C:32]=12

Participants

4

Reactant 3

HCID 160906642-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-iodo-benzoic acidHCID 68770150HCID 68770150, compoundHCID 68770467HCID 68770467, compound

Product 1

HCID 11700323HCID 11700323, compoundYield 90%

Procedure

(S)-2-[2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-iodo-benzoylamino]-3-(4-chloro-phenyl)-3-methyl-butyric acid methyl ester. The title compound (61 mg, 90%) was prepared from 2-(benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-iodobenzoic acid (EXAMPLE 101, Part D) and (S)-2-amino-3-(4-chloro-phenyl)-3-methyl-butyric acid methyl ester (EXAMPLE 107, Part F) as in Example 94, Part A. 1H NMR (500 MHz, CDCl3): 11.26 (s, 1H), 8.36 (dd, J=7.0, 1.0, 1H), 8.21 (dd, J=8.8, 1.0, 1H), 8.07 (d, J=1.6, 1H), 7.72 (dd, J=8.8, 7.0, 1H), 7.35-7.25 (m, 5H), 6.89 (d, J=8.3, 1H), 6.32 (br d, J=9.2, 1H), 4.97 (d, J=9.0, 1H), 3.64 (s, 3H), 1.45 (s, 3H), 1.40 (s, 3H).

Sources & evidence

ORD record
ord-91c23fb269564da5a9b270e55dfe9ab7
Source dataset
uspto-grants-2007_11
Patent number
US07297816B2

Reaction notes

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