HCID 22347460, compound → HCID 22557533, compound

HRID 2301308Notes

Reaction equation

HRID 2301308 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].[Cl:19][C:20]1[CH:21]=[C:22]([NH:36][C:37](OC2C=CC=CC=2)=[O:38])[C:23](=[CH:34][CH:35]=1)[C:24]([O:26][CH2:27][C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)=[O:25]>>[C:1]([O:5][C:6]([C:8]1[CH:9]=[C:10]([S:15]([NH:18][C:37]([NH:36][C:22]2[CH:21]=[C:20]([Cl:19])[CH:35]=[CH:34][C:23]=2[C:24]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[O:25])=[O:38])(=[O:16])=[O:17])[CH:11]=[CH:12][C:13]=1[OH:14])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 22347460HCID 22347460, compoundHCID 22347489HCID 22347489, compound

Product 1

HCID 22557533HCID 22557533, compoundYield 93.1%

Procedure

320 mg (1.17 mmol) of 3-t-butoxycarbonyl-4-hydroxybenzenesulfonamide and 447 mg (1.17 mmol) of benzyl 4-chloro-2-N-phenoxycarbonylanthranilate were treated in the same way as in Preparation Example 17 to obtain 611 mg (yield 93%) of benzyl 2-{[(3-t-butoxycarbonyl-4-hydroxybenzenesulfonylamino)carbonyl]amino}-4-chlorobenzoate. Properties: colorless amorphous, PMR (δ ppm, 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).

Sources & evidence

ORD record
ord-fa4d7ecff80a48e9a65ae278dd0b5629
Source dataset
uspto-grants-2002_12
Patent number
US06500835B2

Reaction notes

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