Methyl 5-chloro-4-nitrothiophene-2-carboxylate → Methyl 5-((3,5-dichloropyridin-4-yl)oxy)-4-nitrothiophene-2-carboxylate

HRID 1192266Notes

Reaction equation

HRID 1192266 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[OH:8].Cl[C:11]1[S:15][C:14]([C:16]([O:18][CH3:19])=[O:17])=[CH:13][C:12]=1[N+:20]([O-:22])=[O:21]>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:9])[C:7]=1[O:8][C:11]1[S:15][C:14]([C:16]([O:18][CH3:19])=[O:17])=[CH:13][C:12]=1[N+:20]([O-:22])=[O:21]

Participants

3

Reactant 2

HCID 13205564Methyl 5-chloro-4-nitrothiophene-2-carboxylateHCID 178516337HCID 178516337, compound

Product 1

HCID 60207488Methyl 5-((3,5-dichloropyridin-4-yl)oxy)-4-nitrothiophene-2-carboxylate

Procedure

Prepared according to the procedure described for step A of example 18 from 3,5-dichloropyridin-4-ol (370 mg, 2.26 mmol) and methyl 5-chloro-4-nitro-thiophene-2-carboxylate (500 mg, 2.26 mmol). The title compound was obtained as a solid (510 mg, 65% yield). 1H NMR (400 MHz, d6-DMSO) δ: 8.65 (2H, s), 8.26 (1H, s), 3.93 (3H, s). MS m/z: 348.00, 350.99 [M+H]+.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-279dedb8c1d04ab0a76a3cdc0760abbb
Source dataset
uspto-grants-2014_03
Patent number
US08680139B2

Reaction notes

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