Benzyl Bromide → HCID 57422486, compound

HRID 658730Notes

Reaction equation

HRID 658730 reaction equation
[CH3:1][C:2]1[C:6]([CH2:7][N:8]2[CH:12]=[C:11]([N:13]3[C:17](=[O:18])[N:16]([CH3:19])[N:15]([CH3:20])[C:14]3=[O:21])[CH:10]=[N:9]2)=[C:5]([CH3:22])[O:4][N:3]=1.C(Br)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1>>[CH2:20]([N:15]1[C:14](=[O:21])[N:13]([C:11]2[CH:10]=[N:9][N:8]([CH2:7][C:6]3[C:2]([CH3:1])=[N:3][O:4][C:5]=3[CH3:22])[CH:12]=2)[C:17](=[O:18])[N:16]1[CH2:19][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1)[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 57422485HCID 57422485, compound

Product 1

HCID 57422486HCID 57422486, compoundYield 69%

Procedure

Prepared as in Example 10-65 from 4-(1-((3,5-dimethylisoxazol-4-yl)methyl)-1H-pyrazol-4-yl)-1,2-dimethyl-1,2,4-triazolidine-3,5-dione (example 10-69) and benzyl bromide. Yield: 69%. 1H NMR (CDCl3, 400 MHz): δ2.14 (s, 3H), 2.36 (s, 3H), 4.65 (s, 4H), 4.99 (s, 2H), 7.06-7.08 (m, 4H), 7.19-7.25 (m, 6H), 7.86 (s, 1H), 8.02 (s, 1H). The title compound was shown to inhibit hT2R08 bitter receptor and had an IC50 of 0.8 μM.

Sources & evidence

ORD record
ord-9c70eef8ea1a457aaa1b98a91e03c511
Source dataset
uspto-grants-2011_12
Patent number
US08076491B2

Reaction notes

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