Propargyl bromide → HCID 22254462, compound

HRID 433991Notes

Reaction equation

HRID 433991 reaction equation
[CH3:1][C:2]1[N:3]([CH2:15][CH2:16][OH:17])[C:4]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]=[CH:6][C:5]=2[N:14]=1.[CH2:18](Br)[C:19]#[CH:20]>>[CH3:1][C:2]1[N:3]([CH2:15][CH2:16][O:17][CH2:20][C:19]#[CH:18])[C:4]2[C:13]3[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=3[N:7]=[CH:6][C:5]=2[N:14]=1

Participants

3

Reactant 2

HCID 7842Propargyl bromideHCID 22254504HCID 22254504, compound

Product 1

HCID 22254462HCID 22254462, compoundYield 77.1%

Procedure

Using the general method of Example 1 Part A, 2-(2-methyl-1H-imidazo[4,5-c]quinolin-1-yl)ethanol (4.0 g, 17.6 mmol) was reacted with propargyl bromide (80% in toluene, 5.9 mL, 52.8 mmol) to provide 3.6 g of 2-methyl-1-[2-(prop-2-ynyloxy)ethyl]-1H-imidazo[4,5-c]quinoline as a dark brown oil.

Sources & evidence

ORD record
ord-34d35ca13a1d4e61a22204da428173e5
Source dataset
uspto-grants-2003_12
Patent number
US06670372B2

Reaction notes

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