Benzyl Bromide → HCID 178426286, compound

HRID 537899Notes

Reaction equation

HRID 537899 reaction equation
[CH3:1][C:2]1[N:7]2[N:8]=[C:9]([S:11][CH2:12][C:13]3[NH:14][CH:15]=[C:16]([C:18]4[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=4)[N:17]=3)[N:10]=[C:6]2[CH:5]=[C:4]([CH3:24])[CH:3]=1.[CH2:25](Br)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:25]([SH:11]([CH2:12][C:13]1[NH:14][CH:15]=[C:16]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:17]=1)[C:9]1[N:10]=[C:6]2[CH:5]=[C:4]([CH3:24])[CH:3]=[C:2]([CH3:1])[N:7]2[N:8]=1)[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 178426285HCID 178426285, compound

Product 1

HCID 178426286HCID 178426286, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
75 °C

Procedure

To a solution of 5,7-dimethyl-2-(4-phenyl-1H-imidazol-2-ylmethylsulfanyl)-[1,2,4]triazolo[1,5-a]pyridine (15 mg, 0.045 mmol) in DMF (0.5 mL) was added benzyl bromide (5.4 μL, 0.045 mmol) and potassium carbonate (9.3 mg, 0.067 mmol) and the resulting mixture was stirred overnight at 75° C. Volatiles were evaporated and the residue was purified by preparative LC-MS to yield the title compound. LC-MS: m/z=426.3 (MH+), tR=1.06 min, method A.

Workup

  1. customVolatiles were evaporated
  2. customthe residue was purified by preparative LC-MS

Sources & evidence

ORD record
ord-8ed7fee46da244609e1e91a3ac4c77e0
Source dataset
uspto-grants-2014_10
Patent number
US08865711B2

Reaction notes

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