6,8-dichloro-2,7-naphthyridin-1-ol

Step 4: 2, 6-dichloro-4-((E)-2-(dimethylamino)vinyl)pyridine-3-carbonitrile (4.0g, 16.6mmol) was added with 20mL concentrated HCl in a sealed tube. The reaction is stirred at 45°Cfor 18h. After cooling down the reaction to RT, ice water was added to the solution resulting heavy yellow slurry. The precipitate was collected by filtration, washed with cold water, ether and ethyl acetate, and dried under vacuum to get light yellow solid 6, 8-dichloro-2, 7-naphthyridin-l(2H)-one (yield -80percent). MS m/z 215.0 (M + 1). 'HNMR (300 MHz, DMSO-i 6): 51 1.75 (s, 1H), 7.76 (s, 1H), 7.50 (t, J=6.6Hz, 1H), 6.52 (d, J=6.6Hz, 1H).2, 6-dichloro-4-((E)-2-(dimethylamino)vinyl)pyridine-3-carbonitrile (4.0g, 16.6mmol) was added with 20mL concentrated HCl in a sealed tube. The reaction is stirred at 45°Cfor 18h. After cooling down the reaction to RT, ice water was added to the solution resulting heavy yellow slurry. The precipitate was collected by filtration, washed with cold water, ether and ethyl acetate, and dried under vacuum to get light yellow solid 6, 8-dichloro-2, 7-naphthyridin-l(2H)-one (yield -80percent). MS m/z 215.0 (M + 1). 1HNMR (300 MHz, DMSO-i/6): δ 1.75 (s, 1H), 7.76 (s, 1H), 7.50 (t, J=6.6Hz, 1H), 6.52 (d, J=6.6Hz, 1H).2, 6-dichloro-4-((E)-2-(dimethylamino)vinyl)pyridine-3-carbonitrile (4.0 g, 16.6 mmol) was added with 20 mL concentrated HCl in a sealed tube. The reaction is stirred at 45° C. for 18 h. After cooling down the reaction to RT, ice water was added to the solution resulting heavy yellow slurry. The precipitate was collected by filtration, washed with cold water, ether and ethyl acetate, and dried under vacuum to get light yellow solid 6, 8-dichloro-2, 7-naphthyridin-1(2H)-one (yield ~80percent). MS m/z 215.0 (M+1). 2, 6-Dichloro-4 - ((E) -2- (dimethylamino) vinyl) pyridine-3-carbonitrile (4.0 g, 16.6 mmol) was added along with 20 ml of concentrated HCl in a sealed tube. The reaction is stirred for 18 hours at 45 ° C. After cooling the reaction to RT room temperature, ice water was added to the solution to give a heavy yellow slurry. The precipitate was collected by filtration, washed with cold water, ether and ethyl acetate and dried under vacuum to give pale yellow solid 6, 8-dichloro-2, 7-naphthyridin-1 (2H)-one (Yield ~ 80percent).Add 2, 6-dichloro-4 - ((E) -2- (dimethylamino) ethenyl) pyridine-3-carbonitrile (4.0 g, 16.6 mmol) and 20 mL of concentrated HCl to a sealed tube.The reaction was stirred at 45 ° C for 18h.After the reaction cooled to RT, ice water was added to the solution to form a dark yellow slurry. The precipitate was collected by filtration and washed with cold water, ether and ethyl acetate and then dried under vacuum to give a pale yellow solid6, 8-Dichloro-2, 7-naphthyridin-1 (2H) -one(Yield ~ 80percent).2, 6-dichloro-4-((E)-2-(dimethylamino)vinyl)pyridine-3-carbonitrile (4.0g, 16.6mmol) was added with 20mL concentrated HCI in a sealed tube. The reaction is stirred at 45°C for 18 h. After cooling down the reaction to RT, ice water was added to the solution resulting heavy yellow slurry. The precipitate was collected by filtration, washed with cold water, ether and ethyl acetate, and dried under vacuum to get light yellow solid 6, 8-dichloro-2, 7- naphthyridin-1 (2H)-one (yield -80percent). MS m/z 21 5.0 (M + 1 ).

Molecular Weight:215.03
XLogP3:2.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Exact Mass:213.9700681
Monoisotopic Mass:213.9700681
Topological Polar Surface Area:42
Heavy Atom Count:13
Complexity:257
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes