4-Bromo-3-nitroanisole → HCID 23087247, compound

HRID 2423674Notes

Reaction equation

HRID 2423674 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]2[S:7][CH:8]=[CH:9][C:5]=2[CH:4]=1.COC1C=CC2SC(B(O)O)=CC=2C=1.Br[C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][C:28]=1[N+:35]([O-:37])=[O:36]>>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]2[S:7][C:8]([C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][C:28]=3[N+:35]([O-:37])=[O:36])=[CH:9][C:5]=2[CH:4]=1

Participants

4

Reactant 3

HCID 792884-Bromo-3-nitroanisoleHCID 36324255-Methoxy-1-benzothiopheneHCID 21706311(5-Methoxy-1-benzothiophen-2-yl)boronic acid

Product 1

HCID 23087247HCID 23087247, compound

Procedure

Synthesized from 5-methoxybenzo[b]thiophene according to an analogous synthetic method to Preparation Example 78, (5-methoxybenzo[b]thiophen-2-yl)boronic acid (6.2 g) and 4-bromo-3-nitroanisole (5.5 g) were used according to an analogous synthetic method to Preparation Example 79 to provide 5-methoxy-2-(4-methoxy-2-nitrophenyl)benzo[b]thiophene (2.7 g). The total amount of this compound was used according to an analogous synthetic method to Example 22 to provide the title compound (2.3 g).

Workup

  1. customwere used according to an analogous synthetic method to Preparation Example 79

Sources & evidence

ORD record
ord-6480e703116f4cfeabe5c875bc97eec6
Source dataset
uspto-grants-2011_06
Patent number
US07960412B2

Reaction notes

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