2-Chloro-6-methoxy-3-nitropyridine → HCID 23087221, compound

HRID 1433867

Reaction equation

HRID 1433867 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH3:12])[N:3]=1.COC1N=C([Sn](CCCC)(CCCC)CCCC)C([N+]([O-])=O)=CC=1.FC(F)(F)S(O[C:43]1[CH2:52][CH2:51][C:50]2[C:45](=[CH:46][CH:47]=[C:48]([O:53][CH3:54])[CH:49]=2)[CH:44]=1)(=O)=O>>[CH3:12][O:11][C:4]1[N:3]=[C:2]([C:43]2[CH2:52][CH2:51][C:50]3[C:45](=[CH:46][CH:47]=[C:48]([O:53][CH3:54])[CH:49]=3)[CH:44]=2)[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 27950292-Chloro-6-methoxy-3-nitropyridineHCID 153302566-Methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonateHCID 23087438HCID 23087438, compound

Product 1

HCID 23087221HCID 23087221, compound

Procedure

Synthesized from 2-chloro-6-methoxy-3-nitropyridine according to an analogous synthetic method to Preparation Example 76, 6-methoxy-3-nitro-2-tributylstannylpyridine (5.5 g) and 6-methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonate (1.5 g) were used according to an analogous synthetic method to Preparation Example 77 to provide 6-methoxy-2-(6-methoxy-3,4-dihydronaphthalen-2-yl)-3-nitropyridine (933 mg). This compound (930 mg) was used according to an analogous synthetic method to Example 30 to provide the title compound (340 mg).

Workup

  1. customwere used according to an analogous synthetic method to Preparation Example 77

Sources & evidence

ORD record
ord-939754a714fb45b28703461cfc1d5bff
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Linked notes

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