beta-Phenylisovaleric acid → HCID 53239547, compound

HRID 469587Notes

Reaction equation

HRID 469587 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=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]>>[Br:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:19])[N:2]([NH:1][C:23](=[O:24])[CH2:22][C:21]([CH3:20])([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)[CH3:26])[N:11]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 13890beta-Phenylisovaleric acidHCID 67161042HCID 67161042, compound

Product 1

HCID 53239547HCID 53239547, compound

Procedure

The products from Example 2A and 3-methyl-3-phenylbutanoic acid were treated using a method similar to that described in Example 51 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.38 (s, 1H), 8.39-8.42 (m, 1H), 7.88-8.04 (m, 2H), 7.76-7.81 (m, 2H), 7.70-7.77 (m, 1H), 7.53-7.58 (m, 2H), 7.42-7.46 (m, 2H), 7.25-7.36 (m, 2H), 7.15-7.21 (m, 1H), 2.62 (s, 2H), 1.47 (s, 6H); MS (ESI−) M/Z 474 (M−H)−.

Sources & evidence

ORD record
ord-7b854b39929b433e8d7395930784032b
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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