2-Amino-6-chloropyridine → HCID 14964569, compound

HRID 2382772Notes

Reaction equation

HRID 2382772 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4](Cl)[N:3]=1.[O:9]1[CH:13]=[CH:12][CH:11]=[C:10]1B(O)O>>[O:9]1[CH:13]=[CH:12][CH:11]=[C:10]1[C:4]1[N:3]=[C:2]([NH2:1])[CH:7]=[CH:6][CH:5]=1

Participants

3

Reactant 2

HCID 2062462-Amino-6-chloropyridineHCID 2734357Furan-2-boronic acid

Product 1

HCID 14964569HCID 14964569, compoundYield 86%

Procedure

The title compound was prepared following procedure described for intermediate A1 step a), but starting from 2-amino-6-chloropyridine (925.64 mg; 7.20 mmol; 1.0 eq.) and 2-furanboronic acid (1.21 g; 10.8 mmol; 1.5 eq.). The crude was purified by flash chromatography (EtOAc/c-Hex, gradient from 25:75 to 40:60) to give the title compound (990 mg; 86%). HPLC, Rt: 1.33 min. (purity 99.9%). LC/MS, M+(ESI): 161.0.

Workup

  1. customThe title compound was prepared following procedure
  2. customThe crude was purified by flash chromatography (EtOAc/c-Hex, gradient from 25:75 to 40:60)

Sources & evidence

ORD record
ord-3171a567d4aa458682a98f1a6eda22ec
Source dataset
uspto-grants-2012_09
Patent number
US08263595B2

Reaction notes

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