1,3-Propanediol → HCID 131726459, 화합물

반응식

Br[C:2]1[N:7]=[N:6][C:5]([N:8]2[CH:14]3[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(B(CC)[C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1)C.[C:28](=[O:31])([O-:30])[O-].[K+].[K+].[CH2:34](O)[CH2:35][CH2:36][OH:37].[O:39]1CCOCC1>>[C:36]([OH:37])(=[O:39])/[CH:35]=[CH:34]/[C:28]([OH:30])=[O:31].[N:22]1[CH:23]=[CH:24][CH:25]=[C:20]([C:2]2[N:7]=[N:6][C:5]([N:8]3[CH:14]4[CH2:15][CH2:16][N:11]([CH2:12][CH2:13]4)[CH2:10][CH2:9]3)=[CH:4][CH:3]=2)[CH:21]=1

참가 물질

반응물 5

HCID 104421,3-Propanediol

HCID 11430Potassium Carbonate

HCID 312751,4-Dioxane

HCID 6428513-(Diethylboryl)pyridine

HCID 179847604-(6-Bromopyridazin-3-yl)-1,4-diazabicyclo[3.2.2]nonane

생성물 1

HCID 131726459HCID 131726459, 화합물

실험 절차

A mixture of 4-(6-bromo-pyridazin-3-yl)-1,4-diazabicyclo[3.2.2]nonane (0.49 g, 1.7 mmol), diethyl-3-pyridylborane (0.38 g, 2.6 mmol), aqueous potassium carbonate (2.6 ml, 2M), palladium(0)tetrakistriphenylphosphine (59 mg, 0.051 mmol), 1,3-propandiol (0.37 ml, 5.1 mmol) and dioxane (5 ml) was stirred at reflux for 15 hours. The mixture was evaporated. Aqueous sodium hydroxide (10 ml, 4M) was added. The mixture was extracted with dichloromethane (3×20 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent gave the title compound as an oil. Yield 0.10 g, 21%.