Methyl valinate hydrochloride → HCID 68858327, compound

HRID 1370927Notes

Reaction equation

HRID 1370927 reaction equation
[CH2:1]([N:8]([CH2:21][C:22]1[CH:40]=[CH:39][C:25]([O:26][C:27]2[CH:32]=[CH:31][C:30]([CH2:33][CH2:34][CH2:35][C:36](O)=[O:37])=[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.C[O:43][C:44](=[O:50])[C@H:45]([CH:47]([CH3:49])[CH3:48])[NH2:46]>>[CH2:1]([N:8]([CH2:21][C:22]1[CH:23]=[CH:24][C:25]([O:26][C:27]2[CH:28]=[CH:29][C:30]([CH2:33][CH2:34][CH2:35][C:36]([NH:46][C@H:45]([C:44]([OH:43])=[O:50])[CH:47]([CH3:49])[CH3:48])=[O:37])=[CH:31][CH:32]=2)=[CH:39][CH:40]=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:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 111190Methyl valinate hydrochlorideHCID 185122134-(4-{4-[(benzyl{2-methyl-3-[(methylsulfonyl)amino]phenyl}amino)methyl]phenoxy}phenyl)butanoic Acid

Product 1

HCID 68858327HCID 68858327, compound

Procedure

The product from Example 100 (56 mg, 0.1 mmole) and L-Valine methyl ester hydrochloride (34 mg, 0.2 mmole) were processed as in Examples 213A and 224B to provide the title compound. 1H NMR (500 MHz, DMSO-d6) δ12.28-12.62 (br.s, 1 H), 8.94 (s, 1 H), 7.92 (d, 1 H), 7.26 (m, 6 H), 7.18 (m, 3 H), 7.04 (m, 1 H), 6.96 (m, 2 H), 6.88 (m, 4 H), 4.15 (dd, 1 H), 4.05 (s, 2 H), 4.01 (s, 2 H), 2.91 (s, 3 H), 2.54 (t, 2 H), 2.39 (s, 3 H), 2.19 (td, 2 H), 2.02 (m, 1 H), 1.78 (m, 2 H), 0.88 (s, 3 H), 0.87 (s, 3 H); MS (APCI+) m/z 658 (M+H)+.

Sources & evidence

ORD record
ord-3714befea94b43c48b22e6792481fb17
Source dataset
uspto-grants-2003_06
Patent number
US06583180B2

Reaction notes

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