Benzeneacetic acid, 4-bromo- → HCID 70975928, compound

HRID 535618Notes

Reaction equation

HRID 535618 reaction equation
[NH2:1][N:2]1[N:11]=[C:10]([S:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)(=[O:14])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[C:3]1=[O:21].[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30](O)=[O:31])=[CH:25][CH:24]=1>>[Br:22][C:23]1[CH:28]=[CH:27][C:26]([CH2:29][C:30]([NH:1][N:2]2[N:11]=[C:10]([S:12]([C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=3)(=[O:14])=[O:13])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[C:3]2=[O:21])=[O:31])=[CH:25][CH:24]=1

Participants

3

Reactant 2

HCID 74654Benzeneacetic acid, 4-bromo-HCID 70975871HCID 70975871, compound

Product 1

HCID 70975928HCID 70975928, compound

Procedure

The product from Example 68B and 2-(4-bromophenyl)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 11.86 (s, 1H), 8.56 (d, J=8.1, 1H), 8.38 (dd, J=8.0, 0.9, 1H), 8.14-8.08 (m, 1H), 8.01 (ddd, J=7.3, 4.4, 1.2, 3H), 7.80 (ddd, J=7.0, 4.0, 1.2, 1H), 7.68 (dd, J=10.6, 5.0, 2H), 7.58-7.51 (m, 2H), 7.25 (d, J=8.4, 2H), 3.66 (s, 2H); MS (ESI+) M/Z 498 (M+H)+, 515 (M+NH4)+, 556 (M+CH3CN+NH4)+.

Sources & evidence

ORD record
ord-d8bceee0204a4bdcb5ab00227bd6f5fe
Source dataset
uspto-grants-2014_10
Patent number
US08859549B2

Reaction notes

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