Di-isopropyl 2-furylboronate → 4-(3-Chloro-4-fluoroanilino)-7-(2-furyl)quinazoline

HRID 2395237Notes

Reaction equation

HRID 2395237 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][CH:24]=[C:23]1B(OC(C)C)OC(C)C>>[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:23]3[O:22][CH:26]=[CH:25][CH:24]=3)=[CH:4][CH:5]=2)[N:10]=[CH:9][N:8]=1

Participants

3

Reactant 2

HCID 13701343Di-isopropyl 2-furylboronateHCID 189713627-Bromo-4-(3-chloro-4-fluoroanilino)quinazoline hydrochloride salt

Product 1

HCID 189713574-(3-Chloro-4-fluoroanilino)-7-(2-furyl)quinazolineYield 36%

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 2-furylboronate to give 4-(3-chloro-4-fluoroanilino)-7-(2-furyl)quinazoline in 36% yield, m.p.>250° C.;

Sources & evidence

ORD record
ord-79da0ef9c9264b2a883b5614a6e2ce2e
Source dataset
uspto-grants-1998_09
Patent number
US05814630

Reaction notes

Loading…