Phenyl phosphorus dichloride → HCID 22677295, compound

HRID 1837456Notes

Reaction equation

HRID 1837456 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[N:10][C:11](O)=[CH:12][CH:13]=2)[N:5]=[C:4]([C:15]([O:17][CH3:18])=[O:16])[C:3]=1[Cl:19].[Cl:20]P(Cl)C1C=CC=CC=1>>[NH2:1][C:2]1[CH:7]=[C:6]([C:8]2[CH:9]=[N:10][C:11]([Cl:20])=[CH:12][CH:13]=2)[N:5]=[C:4]([C:15]([O:17][CH3:18])=[O:16])[C:3]=1[Cl:19]

Participants

3

Reactant 2

HCID 12573Phenyl phosphorus dichlorideHCID 178499074HCID 178499074, compound

Product 1

HCID 22677295HCID 22677295, compoundYield 34.6%

Conditions

Temperature
50 °C

Procedure

Methyl 4-amino-3-chloro-6-(6-hydroxy-3-pyridinyl)pyridine-2-carboxylate (0.30 g, 1.07 mmol) was suspended in neat dichlorophenylphosphine (2.5 mL, 1.84 mmol) and the mixture was heated to 50° C. for 1 hr. The volatiles were removed in vacuo and the residue purified by column chromatography (1:1, Hexanes/EtOAc) to give of methyl 4-amino-3-chloro-6-(6-chloro-3-pyridinyl)pyridine-2-carboxylate (0.11 g, 0.37 mmol).

Workup

  1. customThe volatiles were removed in vacuo
  2. customthe residue purified by column chromatography (1:1, Hexanes/EtOAc)

Sources & evidence

ORD record
ord-cb07d6204fad43abb152e42df432c741
Source dataset
uspto-grants-2004_08
Patent number
US06784137B2

Reaction notes

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