3,4-Difluoroaniline → 4-(3,4-Difluoroanilino)-6-(1-imidazolyl)quinazoline

HRID 618676Notes

Reaction equation

HRID 618676 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N:12]3[CH:16]=[CH:15][N:14]=[CH:13]3)[CH:10]=2)[N:5]=[CH:4][N:3]=1.[F:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[F:25])[NH2:21]>>[F:17][C:18]1[CH:19]=[C:20]([CH:22]=[CH:23][C:24]=1[F:25])[NH:21][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N:12]3[CH:16]=[CH:15][N:14]=[CH:13]3)[CH:10]=2)[N:5]=[CH:4][N:3]=1

Participants

3

Reactant 2

HCID 774693,4-DifluoroanilineHCID 218478354-Chloro-6-(1-imidazolyl)quinazoline

Product 1

HCID 218478474-(3,4-Difluoroanilino)-6-(1-imidazolyl)quinazolineYield 35%

Procedure

Using an analogous procedure to that described in Example 4, 4-chloro-6-(1-imidazolyl)quinazoline was reacted with 3,4-difluoroaniline to give 4-(3,4-difluoroanilino)-6-(1-imidazolyl)quinazoline in 35% yield, NMR Spectrum: (CD3SOCD3) 7.2 (s, 1H), 7.4-7.7 (m, 3H), 7.95 (d, 1H), 8.1 (m, 1H), 8.2 (m, 1H), 8.4 (s, 1H), 8.65 (s, 1H), 8.7 (d, 1H), 9.7 (broad s, 1H).

Sources & evidence

ORD record
ord-0f22b3efe69f4f709e6da41e17c309af
Source dataset
uspto-grants-1999_09
Patent number
US05955464

Reaction notes

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