1,2-Dihydro-6,7-dimethoxy-3-nitronaphthalene → trans-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-(4-hydroxymethyl-5-methyl-3-pyridinyl)-2-nitro-naphthalene

HRID 1378380Notes

Reaction equation

HRID 1378380 reaction equation
COC[O:4][CH2:5][C:6]1[C:11]([CH3:12])=[CH:10][N:9]=[CH:8][C:7]=1Br.[CH3:14][O:15][C:16]1[CH:17]=[C:18]2[C:23](=[CH:24][C:25]=1[O:26][CH3:27])[CH2:22][CH2:21][C:20]([N+:28]([O-:30])=[O:29])=[CH:19]2>>[CH3:27][O:26][C:25]1[CH:24]=[C:23]2[C:18](=[CH:17][C:16]=1[O:15][CH3:14])[C@@H:19]([C:7]1[CH:8]=[N:9][CH:10]=[C:11]([CH3:12])[C:6]=1[CH2:5][OH:4])[C@H:20]([N+:28]([O-:30])=[O:29])[CH2:21][CH2:22]2

Participants

3

Reactant 2

HCID 107522201,2-Dihydro-6,7-dimethoxy-3-nitronaphthaleneHCID 22911326(3-Bromo-5-methyl-4-pyridyl)methyl methoxymethyl ether

Product 1

HCID 54195408trans-1,2,3,4-Tetrahydro-6,7-dimethoxy-1-(4-hydroxymethyl-5-methyl-3-pyridinyl)-2-nitro-naphthalene

Procedure

The compound of step 14c was condensed with 1,2-dihydro-6,7-dimethoxy-3-nitronaphthalene according to the procedure of Example 13c. The protecting methoxymethyl group was removed from the intermediate by a standard hydrolysis method (HCl, ethanol).

Workup

  1. customThe protecting methoxymethyl group was removed from the intermediate by a standard hydrolysis method (HCl, ethanol)

Sources & evidence

ORD record
ord-6d128bcaec534abc8e0d097f2016431f
Source dataset
uspto-grants-1997_09
Patent number
US05668141

Reaction notes

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