beta-Phenylisovaleric acid → HCID 70975869, compound

HRID 535510Notes

Reaction equation

HRID 535510 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([N:12]2[CH2:17][CH:16]([CH3:18])[O:15][CH:14]([CH3:19])[CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:20].[CH3:21][C:22]([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([CH3:27])[CH2:23][C:24](O)=[O:25]>>[CH3:18][CH:16]1[O:15][CH:14]([CH3:19])[CH2:13][N:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:20])[N:2]([NH:1][C:24](=[O:25])[CH2:23][C:22]([CH3:21])([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=3)[CH3:27])[N:11]=2)[CH2:17]1

Participants

3

Reactant 2

HCID 13890beta-Phenylisovaleric acidHCID 70975969HCID 70975969, compound

Product 1

HCID 70975869HCID 70975869, compound

Procedure

The product from Example 60A and 3-methyl-3-phenylbutanoic acid were processed using a method similar to that described in Example 10C to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ 11.13 (s, 1H), 8.30 (d, J=7.5, 1H), 8.03-7.92 (m, 2H), 7.92-7.84 (m, 1H), 7.44 (dd, J=8.4, 1.1, 2H), 7.32 (dd, J=10.5, 5.0, 2H), 7.19 (dd, J=10.4, 4.2, 1H), 3.91-3.83 (m, 2H), 3.30 (m, 2H, buried), 2.57 (s, 2H), 2.45-2.36 (m, 2H), 1.46 (s, 6H), 1.13 (d, J=6.3, 6H); MS (DCI+) M/Z 452 (M+HN4)+.

Sources & evidence

ORD record
ord-3b79b018d4144d2da5373243af6b130e
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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