p-Phenylenediacetic acid → N-(4-Trifluoromethanesulfonyl-phenyl)-2-{4-[(4-trifluoromethanesulfonyl-phenylcarbamoyl)-methyl]-phenyl}-acetamide

HRID 1358760Notes

Reaction equation

HRID 1358760 reaction equation
[F:1][C:2]([S:5]([C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1)(=[O:7])=[O:6])([F:4])[F:3].[C:15]1([CH2:25][C:26]([OH:28])=O)[CH:20]=[CH:19][C:18]([CH2:21][C:22]([OH:24])=O)=[CH:17][CH:16]=1>>[F:1][C:2]([F:4])([F:3])[S:5]([C:8]1[CH:13]=[CH:12][C:11]([NH:14][C:26](=[O:28])[CH2:25][C:15]2[CH:16]=[CH:17][C:18]([CH2:21][C:22](=[O:24])[NH:14][C:11]3[CH:12]=[CH:13][C:8]([S:5]([C:2]([F:4])([F:1])[F:3])(=[O:7])=[O:6])=[CH:9][CH:10]=3)=[CH:19][CH:20]=2)=[CH:10][CH:9]=1)(=[O:6])=[O:7]

Participants

3

Reactant 2

HCID 81760p-Phenylenediacetic acidHCID 1363154-Aminophenyl trifluoromethyl sulphone

Product 1

HCID 9916866N-(4-Trifluoromethanesulfonyl-phenyl)-2-{4-[(4-trifluoromethanesulfonyl-phenylcarbamoyl)-methyl]-phenyl}-acetamide

Procedure

Same procedure as Example 20 except 4-aminophenyl trifluoromethyl sulfone and 1,4-phenylenediacetic acid were used. 1H NMR (300 MHz, DMSO-d6) δ 10.90 (s, 2H, 2×NH), 8.04 (d, J=8.9 Hz, 4H), 7.99 (d, J=8.9 Hz, 4H), 7.84 (d, J=8.9 Hz, 2H), 7.23 (d, J=8.9 Hz, 2H), 3.71 (s, 4H, 2×CH2). MS 609 [M++1].

Sources & evidence

ORD record
ord-f86d1b43827c4288b6f7cdad6955993a
Source dataset
uspto-grants-2003_07
Patent number
US06596772B1

Reaction notes

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