HCID 22243789, compound → HCID 22649258, compound

HRID 1782065Notes

Reaction equation

HRID 1782065 reaction equation
[CH3:1][C:2]1[N:3]([CH2:7][CH2:8][CH2:9][CH2:10][C:11]#[CH:12])[CH:4]=[CH:5][N:6]=1.[Br:13][C:14]1[CH:40]=[C:39]([F:41])[CH:38]=[CH:37][C:15]=1[O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23](OS(C(F)(F)F)(=O)=O)=[C:24]([O:27][CH3:28])[CH:25]=2)[N:20]=[CH:19][N:18]=1>>[Br:13][C:14]1[CH:40]=[C:39]([F:41])[CH:38]=[CH:37][C:15]=1[O:16][C:17]1[C:26]2[C:21](=[CH:22][C:23]([C:12]#[C:11][CH2:10][CH2:9][CH2:8][CH2:7][N:3]3[CH:4]=[CH:5][N:6]=[C:2]3[CH3:1])=[C:24]([O:27][CH3:28])[CH:25]=2)[N:20]=[CH:19][N:18]=1

Participants

3

Reactant 2

HCID 22243789HCID 22243789, compoundHCID 22649237HCID 22649237, compound

Product 1

HCID 22649258HCID 22649258, compound

Procedure

Using an analogous procedure to that described in the second last paragraph of Note [115] above, 6-(2-methylimidazol-1-yl)-1-hexyne was reacted with 4-(2-bromo-4-fluorophenoxy)-6-methoxy-7-trifluoromethanesulphonyloxyquinazoline to give 4-(2-bromo-4-fluorophenoxy)-6-methoxy-7-[6-(2-methylimidazol-1-yl)-1-hexynyl]quinazoline; NMR Spectrum: (DMSOd6) 1.56 (m, 2H), 1.85 (m, 2H), 2.28 (s, 3H), 2.56 (m, 2H), 3.9 (m, 2H), 3.98 (s, 3H), 6.75 (br m, 1H), 7.1 (br m, 1H), 7.36-7.82 (m, 3H), 7.63 (s, 1H), 8.61 (s, 1H); Mass Spectrum: M+H+ 509 and 511.

Sources & evidence

ORD record
ord-c8f5e5dd98b346de8f45e1bdf9ef3478
Source dataset
uspto-grants-2009_03
Patent number
US07498335B2

Reaction notes

Loading…