Isoxazole, 4-(chloromethyl)-3,5-dimethyl- → HCID 18760208, compound

HRID 432688Notes

Reaction equation

HRID 432688 reaction equation
[O:1]([C:8]1[C:17]2[N:18]=[CH:19][N:20]([CH2:21][CH2:22][OH:23])[C:16]=2[C:15]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:25][C:26]1[C:27]([CH3:32])=[N:28][O:29][C:30]=1[CH3:31]>>[CH3:32][C:27]1[C:26]([CH2:25][O:23][CH2:22][CH2:21][N:20]2[C:16]3[C:15]4[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=4[N:9]=[C:8]([O:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[C:17]=3[N:18]=[CH:19]2)=[C:30]([CH3:31])[O:29][N:28]=1

Participants

3

Reactant 2

HCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-HCID 18760167HCID 18760167, compound

Product 1

HCID 18760208HCID 18760208, compoundYield 52.9%

Procedure

Using the general method of Example 13 Part F, 2-(4-phenoxy-1H-imidazo[4,5-c]quinolin-1-yl)ethanol (0.82 g, 2.69 mmol) was reacted with 4-(chloromethyl)-3,5-dimethylisoxazole (0.43 g, 2.95 mmol) and purified to provide 0.59 g of 1-{2-[(3,5-dimethylisoxazol-4-yl)methoxy]ethyl}-4-phenoxy-1H-imidazo[4,5-c]quinoline as a white foamy solid.

Workup

  1. custompurified

Sources & evidence

ORD record
ord-26c0ac2c03e94b63bcd4760c8432462a
Source dataset
uspto-grants-2003_12
Patent number
US06664260B2

Reaction notes

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