(4-Chlorophenyl)acetic acid → HCID 86673560, compound

HRID 535499Notes

Reaction equation

HRID 535499 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([CH2:12][C:13]2[CH:14]=[N:15][C:16]([Cl:19])=[CH:17][CH:18]=2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:20].[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29](O)=[O:30])=[CH:24][CH:23]=1>>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([CH2:28][C:29]([NH:1][N:2]2[N:11]=[C:10]([CH2:12][C:13]3[CH:14]=[N:15][C:16]([Cl:19])=[CH:17][CH:18]=3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:20])=[O:30])=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 15880(4-Chlorophenyl)acetic acidHCID 86673559HCID 86673559, compound

Product 1

HCID 86673560HCID 86673560, compound

Procedure

The product from Example 30A and 2-(4-chlorophenyl)acetic 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 ppm 11.60 (s, 1H), 8.42 (d, J=2.5 Hz, 1H), 8.32 (dd, J=7.9, 1.3 Hz, 1H), 8.06 (d, J=8.0 Hz, 1H), 7.97 (ddd, J=8.1, 7.2, 1.4 Hz, 1H), 7.90 (ddd, J=8.0, 7.2, 1.3 Hz, 1H), 7.73 (dd, J=8.2, 2.5 Hz, 1H), 7.46 (dd, J=8.2, 0.8 Hz, 1H), 7.39-7.43 (m, 2H), 7.35-7.38 (m, 2H), 4.39 (s, 2H), 3.68 (s, 2H); MS (APCI) M/Z 439 (M+H)+.

Sources & evidence

ORD record
ord-daf62c8fc61043f78d76a3301673a2a2
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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