4-Chloro-6-nitroquinazoline → 4-[2-Fluoro-4-(2-pyridylmethoxy)anilino]-6-nitroquinazoline

HRID 399492Notes

Reaction equation

HRID 399492 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1.[N:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21][O:22][C:23]1[CH:28]=[CH:27][C:26]([NH2:29])=[C:25]([F:30])[CH:24]=1>>[F:30][C:25]1[CH:24]=[C:23]([O:22][CH2:21][C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][N:15]=2)[CH:28]=[CH:27][C:26]=1[NH:29][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 113562574-Chloro-6-nitroquinazolineHCID 218478224-Amino-3-fluorophenyl 2-pyridylmethyl ether

Product 1

HCID 189676564-[2-Fluoro-4-(2-pyridylmethoxy)anilino]-6-nitroquinazolineYield 98%

Procedure

Using an analogous procedure to that described in the first paragraph of the portion of Example 42 which is concerned with the preparation of starting materials, 4-chloro-6-nitroquinazoline was reacted with 4-amino-3-fluorophenyl 2-pyridylmethyl ether to give 4-[2-fluoro-4-(2-pyridylmethoxy)anilino]-6-nitroquinazoline in 98% yield.

Sources & evidence

ORD record
ord-8c2d43b142324a1f9fe107e7d37a5250
Source dataset
uspto-grants-1998_10
Patent number
US05821246

Reaction notes

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