beta-Phenylisovaleric acid → HCID 67160371, compound

HRID 469634Notes

Reaction equation

HRID 469634 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:19].[CH3:20][C:21]([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([CH3:26])[CH2:22][C:23](O)=[O:24]>>[CH2:12]([C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3](=[O:19])[N:2]([NH:1][C:23](=[O:24])[CH2:22][C:21]([CH3:20])([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH3:26])[N:11]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 13890beta-Phenylisovaleric acidHCID 67160562HCID 67160562, compound

Product 1

HCID 67160371HCID 67160371, compound

Procedure

The product of Example 139A and 3-methyl-3-phenylbutanoic acid were treated using a method similar to that described in Example 17C to give the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.31 (s, 1H), 8.31 (dd, J=7.8, 1.4 Hz, 1H), 7.96-8.01 (m, 1H), 7.90 (ddd, J=8.0, 7.2, 1.5 Hz, 1H), 7.85 (ddd, J=7.8, 7.2, 1.4 Hz, 1H), 7.44-7.47 (m, 2H), 7.25-7.35 (m, 6H), 7.17-7.23 (m, 2H), 4.30-4.30 (bs, 2H), 2.61 (s, 2H), 1.48 (s, 6H); LC/MS (APCI) M/Z 412 (M+H)+.

Sources & evidence

ORD record
ord-598036a4db13434f900bd258a1791034
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

Loading…