Di-isopropyl 3-furylboronate → N-(3-Chloro-4-fluorophenyl)-7-(furan-3-yl)quinazolin-4-amine

HRID 2395236Notes

Reaction equation

HRID 2395236 reaction equation
Cl.Br[C:3]1[CH:12]=[C:11]2[C:6]([C:7]([NH:13][C:14]3[CH:19]=[CH:18][C:17]([F:20])=[C:16]([Cl:21])[CH:15]=3)=[N:8][CH:9]=[N:10]2)=[CH:5][CH:4]=1.[O:22]1[CH:26]=[CH:25][C:24](B(OC(C)C)OC(C)C)=[CH:23]1>>[Cl:21][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][C:17]=1[F:20])[NH:13][C:7]1[C:6]2[C:11](=[CH:12][C:3]([C:24]3[CH:25]=[CH:26][O:22][CH:23]=3)=[CH:4][CH:5]=2)[N:10]=[CH:9][N:8]=1

Participants

3

Reactant 2

HCID 13903463Di-isopropyl 3-furylboronateHCID 189713627-Bromo-4-(3-chloro-4-fluoroanilino)quinazoline hydrochloride salt

Product 1

HCID 18971361N-(3-Chloro-4-fluorophenyl)-7-(furan-3-yl)quinazolin-4-amineYield 37%

Procedure

Using an analogous procedure to that described in Example 1, 7-bromo-4-(3-chloro-4-fluoroanilino)quinazoline hydrochloride salt was reacted with di-isopropyl 3-furylboronate to give 4-(3-chloro-4-fluoroanilino)-7-(3-furyl)quinazoline in 37% yield, m.p. 249°-250° C.;

Sources & evidence

ORD record
ord-fe100b32981744abaaccb03a0572a68e
Source dataset
uspto-grants-1998_09
Patent number
US05814630

Reaction notes

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