2-Chloropyridine-5-boronic acid → 5-(6-Chloropyridin-3-yl)-2-nitrothiophene-3-carboxamide

HRID 385738Notes

Reaction equation

HRID 385738 reaction equation
OC([C:5]1[N:10]=[CH:9][C:8]([C:11]2[S:15][C:14]([N+:16]([O-:18])=[O:17])=[C:13]([C:19]([NH2:21])=[O:20])[CH:12]=2)=[CH:7][CH:6]=1)(C)C.[Cl:22]C1C=CC(B(O)O)=CN=1>>[Cl:22][C:5]1[N:10]=[CH:9][C:8]([C:11]2[S:15][C:14]([N+:16]([O-:18])=[O:17])=[C:13]([C:19]([NH2:21])=[O:20])[CH:12]=2)=[CH:7][CH:6]=1

Participants

3

Reactant 2

HCID 38450342-Chloropyridine-5-boronic acidHCID 595258015-[6-(1-Hydroxy-1-methylethyl)pyridin-3-yl]-2-nitrothiophene-3-carboxamide3×

Product 1

HCID 595256485-(6-Chloropyridin-3-yl)-2-nitrothiophene-3-carboxamide

Procedure

The title compound was prepared from 5-bromo-2-nitrothiophene-3-carboxamide (Intermediate 10 Step 4) (2.0 g, 7.97 mmol) and 2-chloro-5-pyridine boronic acid (1.25 g, 7.97 mmol) according to the general procedure described in Intermediate 10 Step 5.

Sources & evidence

ORD record
ord-e5a2af8a8c984420bf339732100f7745
Source dataset
uspto-grants-2013_02
Patent number
US08367706B2

Reaction notes

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