2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chlorobenzoic acid → HCID 45486971, compound

HRID 1593874Notes

Reaction equation

HRID 1593874 reaction equation
C[O:2][C:3](=[O:43])[C@@H:4]([NH:20][C:21](=[O:42])[C:22]1[CH:27]=[CH:26][C:25]([Cl:28])=[CH:24][C:23]=1[NH:29][S:30]([C:33]1[C:38]2=[N:39][S:40][N:41]=[C:37]2[CH:36]=[CH:35][CH:34]=1)(=[O:32])=[O:31])[CH:5]([C:13]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=1)[C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.N1SN=C2C(S(NC3C=C(Cl)C=CC=3C(O)=O)(=O)=O)=CC=CC=12.COC(=O)[C@@H](N)C(C1C=CC(Cl)=CC=1)C1C=CC(Cl)=CC=1>>[N:41]1[S:40][N:39]=[C:38]2[C:33]([S:30]([NH:29][C:23]3[CH:24]=[C:25]([Cl:28])[CH:26]=[CH:27][C:22]=3[C:21]([NH:20][C@@H:4]([CH:5]([C:6]3[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=3)[C:13]3[CH:14]=[CH:15][C:16]([Cl:19])=[CH:17][CH:18]=3)[C:3]([OH:43])=[O:2])=[O:42])(=[O:31])=[O:32])=[CH:34][CH:35]=[CH:36][C:37]=12

Participants

4

Reactant 3

HCID 160906632-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chlorobenzoic acidHCID 68769905HCID 68769905, compoundHCID 68770261HCID 68770261, compound

Product 1

HCID 45486971HCID 45486971, compoundYield 94%

Procedure

(S)-2-[2-(Benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chloro-benzoylamino]-3,3-bis-(4-chloro-phenyl)-propionic acid methyl ester. The title compound (48 mg, 94%) was obtained from 2-(benzo[1,2,5]thiadiazole-4-sulfonylamino)-4-chlorobenzoic acid and (S)-2-amino-3,3-bis-(4-chloro-phenyl)-propionic acid methyl ester as in Example 1, Part C. 1H NMR (500 MHz, CDCl3): 11.28 (s, 1H), 8.37 (dd, J=7.0, 1.0, 1H), 8.22 (dd, J=8.8, 1.0, 1H), 7.72 (dd, J=8.8, 7.1, 1H), 7.68 (d, J=1.9, 1H), 7.32-7.28 (m, 4H), 7.20-7.15 (m, 4H), 6.96 (d, J=8.5, 1H), 6.87 (dd, J=8.4, 2.0, 1H), 6.21 (br d, J=8.8, 1H), 5.50 (t, J=8.5, 1H), 4.48 (d, J=8.3, 1H), 3.63 (s, 3H).

Sources & evidence

ORD record
ord-f815b8cb4ca240089cc6c2bf00a9b154
Source dataset
uspto-grants-2007_11
Patent number
US07297816B2

Reaction notes

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