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

HRID 1950103Notes

Reaction equation

HRID 1950103 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-47924f3b793040f3a20c80f4605f2cba
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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