Isoxazole, 4-(chloromethyl)-3,5-dimethyl- → HCID 86755451, compound

HRID 1420902Notes

Reaction equation

HRID 1420902 reaction equation
Cl.C(OC1C=C(C=CC=1C)N[C:10]1[C:19]2[C:14](=[CH:15][C:16]([OH:22])=[C:17]([O:20][CH3:21])[CH:18]=2)[N:13]=[CH:12][N:11]=1)(=O)C.Cl[CH2:28][C:29]1[C:30]([CH3:35])=[N:31][O:32][C:33]=1[CH3:34]>[I-].[K+]>[CH3:35][C:30]1[C:29]([CH2:28][O:22][C:16]2[CH:15]=[C:14]3[C:19]([CH:10]=[N:11][CH:12]=[N:13]3)=[CH:18][C:17]=2[O:20][CH3:21])=[C:33]([CH3:34])[O:32][N:31]=1

Participants

4

Reactant 2

HCID 88246Isoxazole, 4-(chloromethyl)-3,5-dimethyl-HCID 1356711804-(3-Acetoxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride

Product 1

HCID 86755451HCID 86755451, compoundYield 112.6%

Reagents, catalysts & solvents 1

HCID 4875Potassium IodideCatalyst

Procedure

Using an analogouls procedure to that described for the starting material in Example 1, 4-(3-acetoxy-4-methylanilino)-7-hydroxy-6-methoxyquinazoline hydrochloride (400 mg) was reacted in the presence of potassium iodide (16 mg) with 4-chloromethyl-3,5-dimethylisoxazole (177 mg) to give 4-(3-acetoxy)-4-methylanilino)-7-(3,5-dimethylisoxazol-4-ylmethoxy)-6-methoxyquinazoline (342 mg, 72%).

Sources & evidence

ORD record
ord-c637926b6f2d4054892e84a30398f411
Source dataset
uspto-grants-2000_06
Patent number
US06071921

Reaction notes

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