HCID 22347460, compound → HCID 22557533, compound

HRID 897018Notes

Reaction equation

HRID 897018 reaction equation
[C:1]([O:5][C:6]([C:8]1[CH:9]=[C:10]([S:15]([NH2:18])(=[O:17])=[O:16])[CH:11]=[CH:12][C:13]=1[OH:14])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:19]([O:26][C:27](=[O:45])[C:28]1[C:29](=[CH:40][C:41]([Cl:44])=[CH:42][CH:43]=1)[NH:30][C:31](OC1C=CC=CC=1)=[O:32])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([O:26][C:27](=[O:45])[C:28]1[CH:43]=[CH:42][C:41]([Cl:44])=[CH:40][C:29]=1[NH:30][C:31]([NH:18][S:15]([C:10]1[CH:11]=[CH:12][C:13]([OH:14])=[C:8]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:7])[CH:9]=1)(=[O:16])=[O:17])=[O:32])[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Participants

3

Reactant 2

HCID 22347460HCID 22347460, compoundHCID 22347489HCID 22347489, compound

Product 1

HCID 22557533HCID 22557533, compoundYield 93.1%

Procedure

From 320 mg (1.17 mmol) of 3-t-butoxycarbonyl-4-hydroxybenzenesulfonamide and 447 mg (1.17 mmol) of 4-chloro-2-N-phenoxycarbonylanthranilic acid benzylester in a similar manner to Preparation Example 17, 611 mg (yield 93%) of 2-{[(3-t-butoxycarbonyl-4-hydroxybenzenesulfonylamino)carbonyl]amino}-4-chlorobenzoic acid benzylester (property: colorless amorphous, PMR (δppm, CDCl3): 1.62 (9H, s), 5.35 (2H, s), 7.01-7.05 (2H, m), 7.37-7.41 (5H, m), 7.96 (1H, d), 8.10 (1H, dd), 8.46-8.48 (2H, m), 10.99 (1H, s), 11.66 (1H, s)) was obtained.

Sources & evidence

ORD record
ord-cfd083f53aa74cc1816d7c2620409276
Source dataset
uspto-grants-2005_07
Patent number
US06921766B1

Reaction notes

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