4-Bromo-3-nitroanisole → HCID 23087551, compound

HRID 1950100Notes

Reaction equation

HRID 1950100 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:10]=[CH:9][S:8][C:7]=2[CH:11]=1.COC1C=CC2C=C(B(O)O)SC=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:4]=[CH:5][C:6]2[CH:10]=[C:9]([C:27]3[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][C:28]=3[N+:35]([O-:37])=[O:36])[S:8][C:7]=2[CH:11]=1

Participants

4

Reactant 3

HCID 792884-Bromo-3-nitroanisoleHCID 10560276(6-Methoxy-1-benzothiophen-2-yl)boronic acidHCID 136342376-Methoxy-1-benzothiophene

Product 1

HCID 23087551HCID 23087551, compound

Procedure

Synthesized from 6-methoxybenzo[b]thiophene according to an analogous synthetic method to Preparation Example 78, (6-methoxybenzo[b]thiophen-2-yl)boronic acid (3.2 g) and 4-bromo-3-nitroanisole (3.4 g) were used according to an analogous synthetic method to Preparation Example 79 to provide 6-methoxy-2-(4-methoxy-2-nitrophenyl)benzo[b]thiophene (1.7 g). Synthesized from this compound (1.9 g) according to an analogous synthetic method to Example 22, the title compound (1.6 g) was obtained.

Workup

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

Sources & evidence

ORD record
ord-f894c3f634f04e3592142f26d07979b6
Source dataset
uspto-grants-2013_03
Patent number
US08399520B2

Reaction notes

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