(4-(4-((Benzyl(2-methyl-3-((methylsulfonyl)amino)phenyl)amino)methyl)phenoxy)phenoxy)acetic acid → 4-{[(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenoxy)acetyl]amino}butanoic Acid

HRID 1370952Notes

Reaction equation

HRID 1370952 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:39]=[CH:38][C:25]([O:26][C:27]2[CH:37]=[CH:36][C:30]([O:31][CH2:32][C:33]([OH:35])=O)=[CH:29][CH:28]=2)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:18])=[O:17])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:41][CH2:42][CH2:43][CH2:44][C:45]([O:47]CC)=[O:46]>>[CH2:1]([N:8]([CH2:21][C:22]1[CH:39]=[CH:38][C:25]([O:26][C:27]2[CH:37]=[CH:36][C:30]([O:31][CH2:32][C:33]([NH:41][CH2:42][CH2:43][CH2:44][C:45]([OH:47])=[O:46])=[O:35])=[CH:29][CH:28]=2)=[CH:24][CH:23]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([NH:15][S:16]([CH3:19])(=[O:17])=[O:18])[C:10]=1[CH3:20])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 11410199(4-(4-((Benzyl(2-methyl-3-((methylsulfonyl)amino)phenyl)amino)methyl)phenoxy)phenoxy)acetic acidHCID 126496614-Aminobutyrate ethyl hydrochloride

Product 1

HCID 185120534-{[(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenoxy)acetyl]amino}butanoic Acid

Procedure

The product from Example 95C and ethyl 4-aminobutyrate hydrochloride were processed as described in Example 251A and B to provide the titled compound. 1H NMR (500 MHz, DMSO-d6) δ11.69-12.36 (br.s, 1 H), 8.94 (s, 1 H), 8.09 (t, 1 H), 7.23 (m, 7 H), 7.03 (t, 1 H), 6.96 (m, 6 H), 6.83 (d, 2 H), 4.43 (s, 2 H), 4.05 (s, 2 H), 4.00 (s, 2 H), 3.15 (m, 2 H), 2.91 (s, 3 H), 2.39 (s, 3 H), 2.20 (t, 2 H), 1.66 (m, 2H); MS (ESI+) m/z 632 (M+H)+.

Sources & evidence

ORD record
ord-153889fc82dc4329892b7e22feb382d7
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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