(4-Chlorophenyl)acetic acid → HCID 67160587, compound

HRID 469585Notes

Reaction equation

HRID 469585 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:18].[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27](O)=[O:28])=[CH:22][CH:21]=1>>[Cl:19][C:20]1[CH:25]=[CH:24][C:23]([CH2:26][C:27]([NH:1][N:2]2[N:11]=[C:10]([CH:12]3[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:18])=[O:28])=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 15880(4-Chlorophenyl)acetic acidHCID 67160451HCID 67160451, compound

Product 1

HCID 67160587HCID 67160587, compound

Procedure

The product of Example 74A and 2-(4-chlorophenyl)acetic acid were processed using a method similar to that described in Example 17C to afford the title compound. 1H NMR (400 MHz, DMSO-d6) δ ppm 11.55 (s, 1H), 8.32 (dd, J=7.9, 1.4 Hz, 1H), 8.12 (d, J=8.1 Hz, 1H), 7.97-8.02 (m, 1H), 7.87-7.92 (m, 1H), 7.37-7.47 (m, 4H), 3.68 (s, 2H), 3.22-3.29 (bs, 1H), 1.87-1.92 (m, 2H), 1.78-1.82 (m, 2H), 1.70-1.76 (m, 1H), 1.41-1.54 (m, 4H), 1.18-1.29 (m, 1H); MS (ESI) m/z 396 (M+H)+.

Sources & evidence

ORD record
ord-6af57596bcb44304895b359f5e531e31
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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