HCID 22347452, compound → HCID 9800616, compound

HRID 2301312Notes

Reaction equation

C(OC([NH:11][C:12]1[CH:13]=[C:14]([S:25]([NH2:28])(=[O:27])=[O:26])[CH:15]=[CH:16][C:17]=1[C:18]([O:20]C(C)(C)C)=[O:19])=O)C1C=CC=CC=1.[CH3:29][O:30][C:31]1[CH:32]=[C:33]([NH:47][C:48](OC2C=CC=CC=2)=[O:49])[C:34](=[CH:45][CH:46]=1)[C:35](OCC1C=CC=CC=1)=[O:36]>>[CH3:29][O:30][C:31]1[CH:32]=[C:33]2[C:34]([C:35](=[O:36])[N:28]([S:25]([C:14]3[CH:13]=[C:12]([NH2:11])[C:17](=[CH:16][CH:15]=3)[C:18]([OH:20])=[O:19])(=[O:26])=[O:27])[C:48](=[O:49])[NH:47]2)=[CH:45][CH:46]=1

Participants

Reactant 2

HCID 22347452HCID 22347452, compound

HCID 22347462HCID 22347462, compound

Product 1

HCID 9800616HCID 9800616, compoundYield 3.1%

Procedure

500 mg (1.23 mmol) of 3-benzyloxycarbonylamino-4-t-butoxycarbonylbenzenesulfonamide and 460 mg (1.22 mmol) of benzyl 4-methoxy-2-N-phenoxycarbonylanthranilate were treated in the same way as in Preparation Example 17 to obtain 15 mg (yield 3.1%: 4 steps) of the above-identified compound. Properties: colorless crystal, Melting point: >200° C. (decomposition), PMR (δ ppm, DMSO-d6): 3.82 (3H, s), 6.58 (1H, s) 6.80 (1H, d), 7.16 (1H, d), 7.56 (1H, s), 7.80 (1H, d) 7.90 (1H, d), 11.49 (1H, s).

Workup

customto obtain 15 mg (yield 3.1%: 4 steps) of the above-identified compound

Sources & evidence

ORD record: ord-809a5fe1514442b39caeac12a8ac7370
Source dataset: uspto-grants-2002_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06500835B2

Reaction notes

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