6,7-Dihydro-[1,4]dioxino[2,3-c]pyridazine-3-carbaldehyde → HCID 46235257, compound

HRID 1509846Notes

Reaction equation

HRID 1509846 reaction equation
[NH2:1][C@H:2]1[CH2:7][O:6][C@H:5]([C@@H:8]([OH:22])[CH2:9][C:10]2[C:19]3[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH3:21])[N:18]=3)[N:13]=[CH:12][CH:11]=2)[CH2:4][CH2:3]1.[N:23]1[C:28]2[O:29][CH2:30][CH2:31][O:32][C:27]=2[CH:26]=[C:25]([CH:33]=O)[N:24]=1>>[N:23]1[C:28]2[O:29][CH2:30][CH2:31][O:32][C:27]=2[CH:26]=[C:25]([CH2:33][NH:1][C@H:2]2[CH2:7][O:6][C@H:5]([C@@H:8]([OH:22])[CH2:9][C:10]3[C:19]4[C:14](=[CH:15][CH:16]=[C:17]([O:20][CH3:21])[N:18]=4)[N:13]=[CH:12][CH:11]=3)[CH2:4][CH2:3]2)[N:24]=1

Participants

3

Reactant 2

HCID 248916966,7-Dihydro-[1,4]dioxino[2,3-c]pyridazine-3-carbaldehydeHCID 67432124HCID 67432124, compound

Product 1

HCID 46235257HCID 46235257, compound

Procedure

Starting from (1S)-1-((2S,5R)-5-amino-tetrahydro-pyran-2-yl)-2-(6-methoxy-[1,5]naphthyridin-4-yl)-ethanol (0.1 g, 0.33 mmol, prepared according to WO 2006/032466) and 6,7-dihydro-[1,4]dioxino[2,3-c]pyridazine-3-carbaldehyde (0.06 g, 1 eq.; prepared according to WO 2007/071936), and using the procedure of Example 1, the title compound was obtained as a colourless oil (0.008 g, 8% yield). The compound was purified by CC (DCM-MeOH 93-7 containing 0.7% aq. NH4OH).

Sources & evidence

ORD record
ord-ad1cb35ed8f542d897da01db1de94465
Source dataset
uspto-grants-2012_07
Patent number
US08211890B2

Reaction notes

Loading…