4-Methoxycarbonylphenylboronic acid → Methyl 4-(2-formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)benzoate

HRID 718667Notes

Reaction equation

HRID 718667 reaction equation
Br[C:2]1[N:6]2[N:7]=[CH:8][CH:9]=[C:10]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)[C:5]2=[N:4][C:3]=1[CH:17]=[O:18].[CH3:19][O:20][C:21]([C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=1)=[O:22]>>[CH:17]([C:3]1[N:4]=[C:5]2[C:10]([N:11]3[CH2:16][CH2:15][O:14][CH2:13][CH2:12]3)=[CH:9][CH:8]=[N:7][N:6]2[C:2]=1[C:26]1[CH:27]=[CH:28][C:23]([C:21]([O:20][CH3:19])=[O:22])=[CH:24][CH:25]=1)=[O:18]

Participants

3

Reactant 2

HCID 27343694-Methoxycarbonylphenylboronic acidHCID 1177288343-Bromo-8-morpholinoimidazo[1,2-b]pyridazine-2-carbaldehyde

Product 1

HCID 117728372Methyl 4-(2-formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)benzoate

Procedure

Compound 14b (3.0 g, 11 mmol) was subjected to Suzuki coupling conditions with [4-(methoxycarbonyl)phenyl]boronic acid using the procedure described in Example 38, Step A to obtain compound 58c as a gray solid. Mass Spectrum (LCMS, ESI pos.): Calcd. for C19H18N4O4: 367.1 (M+H). Found: 367.2.

Sources & evidence

ORD record
ord-a43e43698fc74f23b940789a07fed5b7
Source dataset
uspto-grants-2015_11
Patent number
US09193736B2

Reaction notes

Loading…