3,5-Difluorophenylacetic acid → HCID 67161443, compound

HRID 469586Notes

Reaction equation

HRID 469586 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].[F:19][C:20]1[CH:21]=[C:22]([CH2:27][C:28](O)=[O:29])[CH:23]=[C:24]([F:26])[CH:25]=1>>[CH:12]1([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3](=[O:18])[N:2]([NH:1][C:28](=[O:29])[CH2:27][C:22]3[CH:21]=[C:20]([F:19])[CH:25]=[C:24]([F:26])[CH:23]=3)[N:11]=2)[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 1454243,5-Difluorophenylacetic acidHCID 67160451HCID 67160451, compound

Product 1

HCID 67161443HCID 67161443, compound

Procedure

The product of Example 74A and 2-(3,5-difluorophenyl)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 11.60-11.61 (bs, 1H), 8.34 (dd, J=7.9, 1.4 Hz, 1H), 8.13 (d, J=8.2 Hz, 1H), 8.00 (ddd, J=8.1, 7.2, 1.5 Hz, 1H), 7.90 (ddd, J=8.0, 7.1, 1.0 Hz, 1H), 7.07-7.22 (m, 3H), 3.75 (s, 2H), 3.26 (d, J=10.3 Hz, 1H), 1.89-1.93 (m, 2H), 1.79-1.83 (m, 2H), 1.70-1.76 (m, 1H), 1.39-1.58 (m, 4H), 1.19-1.32 (m, 1H); MS (ESI) m/z 398 (M+H)+.

Sources & evidence

ORD record
ord-29d927ddd79148b193f00cba26e7c7ca
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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