2-(3,5-Difluorophenyl)acetyl chloride → HCID 67159879, compound

HRID 469666Notes

Reaction equation

HRID 469666 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)[C:9]2[C:4](=[CH:5][C:6]([Br:20])=[CH:7][CH:8]=2)[C:3]1=[O:21].[F:22][C:23]1[CH:24]=[C:25]([CH2:30][C:31](Cl)=[O:32])[CH:26]=[C:27]([F:29])[CH:28]=1>>[Br:20][C:6]1[CH:5]=[C:4]2[C:9]([C:10]([C:12]3[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=3)=[N:11][N:2]([NH:1][C:31](=[O:32])[CH2:30][C:25]3[CH:24]=[C:23]([F:22])[CH:28]=[C:27]([F:29])[CH:26]=3)[C:3]2=[O:21])=[CH:8][CH:7]=1

Participants

3

Reactant 2

HCID 27827232-(3,5-Difluorophenyl)acetyl chlorideHCID 67161115HCID 67161115, compound

Product 1

HCID 67159879HCID 67159879, compound

Procedure

The product from Example 174A and 2-(3,5-difluorophenyl)acetyl chloride were treated using a method similar to that described in Example 53 to give the title compound. 1H NMR (300 MHz, DMSO-d6) δ ppm 11.77-11.80 (bs, 1H), 8.49 (d, J=2.1 Hz, 1H), 8.15 (dd, J=8.6, 2.2 Hz, 1H), 7.70 (d, J=8.7 Hz, 1H), 7.51-7.55 (m, 2H), 7.06-7.22 (m, 5H), 3.85 (s, 3H), 3.76-3.77 (bs, 2H); MS (ESI+) M/Z 503 (M+H)+.

Sources & evidence

ORD record
ord-2dc26d1143934705adde1cd721b4c851
Source dataset
uspto-grants-2014_01
Patent number
US08629143B2

Reaction notes

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