1-Bromo-4-fluoro-2-nitrobenzene → HCID 23087411, compound

HRID 1433866

Reaction equation

HRID 1433866 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].C([Sn](CCCC)(CCCC)C1C=CC(F)=CC=1[N+]([O-])=O)CCC.FC(F)(F)S(O[C:41]1[CH2:50][CH2:49][C:48]2[C:43](=[CH:44][CH:45]=[C:46]([O:51][CH3:52])[CH:47]=2)[CH:42]=1)(=O)=O>>[F:8][C:5]1[CH:6]=[CH:7][C:2]([C:41]2[CH2:50][CH2:49][C:48]3[C:43]([CH:42]=2)=[CH:44][CH:45]=[C:46]([O:51][CH3:52])[CH:47]=3)=[C:3]([N+:9]([O-:11])=[O:10])[CH:4]=1

Participants

4

Reactant 3

HCID 27733831-Bromo-4-fluoro-2-nitrobenzeneHCID 153302566-Methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonateHCID 23087155Tributyl(4-fluoro-2-nitrophenyl)tin

Product 1

HCID 23087411HCID 23087411, compound

Procedure

Synthesized from 1-bromo-4-fluoro-2-nitrobenzene according to an analogous synthetic method to Preparation Example 76, tributyl(4-fluoro-2-nitrophenyl)tin (7.1 g) and 6-methoxy-3,4-dihydronaphthalen-2-yl trifluoromethanesulfonate (2.2 g) were used according to an analogous synthetic method to Preparation Example 77 to provide 3-(4-fluoro-2-nitrophenyl)-7-methoxy-1,2-dihydronaphthalene (1.4 g). The total amount of this compound was used according to an analogous synthetic method to Example 30 to provide the title compound (1.1 g).

Workup

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

Sources & evidence

ORD record
ord-165de24fe0e443f090d1281e4f06cbe7
Source dataset
uspto-grants-2009_11
Patent number
US07612114B2

Linked notes

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