4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one

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Chemical Name:4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one
CAS No.:911842-53-0
Molecular Formula:C₂₁H₂₆BrN₃O₆
Molecular Weight:496.358
Hs Code.:

Synonyms:4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one

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Chemical Property of 4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one

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Technology Process of 4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one

There total 6 articles about 4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.6%

: 911842-52-9
4-(2-bromo-4,5-dimethoxyphenethyl)-7-(tetrahydro-2H-pyran-2-yl)-2H-pyridazino[4,5-b][1,4]oxazine-3,8(4H,7H)-dione

: 911842-53-0
4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 2h;
DOI:10.1016/j.tet.2006.07.009

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 911842-53-0
4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one

Guidance literature:: Multi-step reaction with 6 steps

1: p-toluenesulfonic acid monohydrate / tetrahydrofuran / 29 h / Heating

2: potassium hydroxide / 3 h / 20 °C

3: 86.5 percent / aq. potassium hydroxide / 3 h / Heating

4: 83.7 percent / cesium carbonate / acetonitrile / 60 h / Heating

5: 82.2 percent / NBS / dimethylformamide / 48 h / 20 °C

6: 89.6 percent / sodium borohydride / methanol / 2 h / 20 °C

With potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; caesium carbonate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; 4: Smiles rearrangement;
DOI:10.1016/j.tet.2006.07.009

Reference yield:

: 173206-13-8
4,5-dichloro-2-(tetrahydro-2H-pyran-2-yl)-3(2H)-pyridazinone

: 911842-53-0
4-(2-bromo-4,5-dimethoxyphenethyl)-3,4-dihydro-7-(tetrahydro-2H-pyran-2-yl)-3-hydroxy-2H-pyridazino[4,5-b][1,4]oxazin-8(7H)-one

Guidance literature:: Multi-step reaction with 5 steps

1: potassium hydroxide / 3 h / 20 °C

2: 86.5 percent / aq. potassium hydroxide / 3 h / Heating

3: 83.7 percent / cesium carbonate / acetonitrile / 60 h / Heating

4: 82.2 percent / NBS / dimethylformamide / 48 h / 20 °C

5: 89.6 percent / sodium borohydride / methanol / 2 h / 20 °C

With potassium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; caesium carbonate; In methanol; N,N-dimethyl-formamide; acetonitrile; 3: Smiles rearrangement;
DOI:10.1016/j.tet.2006.07.009