HCID 22347460, compound → HCID 22557541, compound

HRID 897011Notes

Reaction equation

HRID 897011 reaction equation
[CH2:1]([O:8][C:9]([NH:11][C:12]1[CH:13]=[C:14]([S:19]([NH2:22])(=[O:21])=[O:20])[CH:15]=[CH:16][C:17]=1[CH3:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:23]([O:30][C:31](=[O:49])[C:32]1[C:33](=[CH:44][C:45]([Cl:48])=[CH:46][CH:47]=1)[NH:34][C:35](OC1C=CC=CC=1)=[O:36])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:23]([O:30][C:31](=[O:49])[C:32]1[CH:47]=[CH:46][C:45]([Cl:48])=[CH:44][C:33]=1[NH:34][C:35]([NH:22][S:19]([C:14]1[CH:15]=[CH:16][C:17]([CH3:18])=[C:12]([NH:11][C:9]([O:8][CH2:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[O:10])[CH:13]=1)(=[O:21])=[O:20])=[O:36])[C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

3

Reactant 2

HCID 22347460HCID 22347460, compoundHCID 22347461HCID 22347461, compound

Product 1

HCID 22557541HCID 22557541, compoundYield 62.5%

Procedure

From 960 mg (3.00 mmol) of 3-benzyloxycarbonylamino-4-methylbenzenesulfonamide and 1.14 g (3.00 mmol) of 4-chloro-2-N-phenoxycarbonylanthranilic acid benzylester in a similar manner to Preparation Example 8, 1.14 g (yield 62%) of 2-{[(3-benzyloxycarbonylamino-4-methylbenzenesulfonylamino)carbonyl]amino}-4-chlorobenzoic acid benzylester (property: colorless amorphous, PMR (δppm, DMSO-d6): 2.30 (3H, s), 5.17 (2H, s), 5.36 (2H, s), 7.20 (1H, dd), 7.33-7.48 (11H, m), 7.63 (1H, d), 7.97 (1H, d), 8.11 (1H, s), 8.25 (1H, s), 9.27 (1H, s), 10.30 (1H, s), 12.20 (1H, br)) was obtained.

Sources & evidence

ORD record
ord-2c38ebf219dd4c5687cf498c1f199b35
Source dataset
uspto-grants-2005_07
Patent number
US06921766B1

Reaction notes

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