HCID 178489119, compound → HCID 178518687, compound

HRID 605017Notes

Reaction equation

C[O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[NH:10][C:11]([CH:14]3[CH2:19][CH2:18][N:17]([CH2:20][C:21]4[CH:26]=[CH:25][C:24]([C:27]5[C:36]([C:37]6[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=6)=[CH:35][C:34]6[C:33](=[O:43])[NH:32][CH:31]=[CH:30][C:29]=6[N:28]=5)=[CH:23][CH:22]=4)[CH2:16][CH2:15]3)=[N:12][N:13]=2)=[CH:5][CH:4]=1>Cl>[OH:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[NH:10][C:11]([CH:14]3[CH2:15][CH2:16][N:17]([CH2:20][C:21]4[CH:22]=[CH:23][C:24]([C:27]5[C:36]([C:37]6[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=6)=[CH:35][C:34]6[C:33](=[O:43])[NH:32][CH:31]=[CH:30][C:29]=6[N:28]=5)=[CH:25][CH:26]=4)[CH2:18][CH2:19]3)=[N:12][N:13]=2)=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 120 °C

Procedure

2-[4-({4-[5-(6-Methoxypyridin-3-yl)-4H-1,2,4-triazol-3-yl]piperidin-1-yl}methyl)phenyl]-3-phenyl-1,6-naphthyridin-5(6H)-one (300 mg, 0.5 mmol) was dissolved in 6 M aqueous HCl (10 mL) and heated at 120° C. for 16 h. The solvents were evaporated under vacuum and the yellow residue was dried under high vacuum for 16 h to give 2-[4-({4-[5-(6-hydroxypyridin-3-yl)-4H-1,2,4-triazol-3-yl]piperidin-1-yl}methyl)phenyl]-3-phenyl-1,6-naphthyridin-5(6H)-one. NMR (MeOD): δ 9.16 (1H, bs), 8.61 (1H, bs), 8.28 (1H, bs) 7.91-6.85 (12H, bm), 4.52 (2H, bs), 3.61-3.38 (6H, bm), 2.15 (3H, bm). m/e (m+1): 556.1.

Workup

customThe solvents were evaporated under vacuum
customthe yellow residue was dried under high vacuum for 16 h

Sources & evidence

ORD record: ord-ab23800468584012972da06a542c9dc3
Source dataset: uspto-grants-2011_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07910561B2

Reaction notes

Loading…