Phosphorus oxychloride → 4,7-Dichloropyrido[2,3-d]pyrimidine

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[C:10](O)=[N:9][CH:8]=[N:7][C:6]=2[N:12]=1.P(Cl)(Cl)([Cl:15])=O>>[Cl:15][C:10]1[C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[N:12][C:6]=2[N:7]=[CH:8][N:9]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178518043HCID 178518043, compound

Product 1

HCID 226077594,7-Dichloropyrido[2,3-d]pyrimidineYield 73%

Procedure

A mixture of Example 140C (1 g, 5.5 mmol) in phosphorus oxychloride (40 mL) was refluxed for 2 h then cooled and evaporated. The residue was taken into ethyl acetate (75 ml), washed with saturated sodium bicarbonate (50 ml) water (50 ml) and brine (50 ml). The ethyl acetate was evaporated to yield 0.8 g of product (73%).

Workup

temperaturethen cooled
customevaporated
washwashed with saturated sodium bicarbonate (50 ml) water (50 ml) and brine (50 ml)
customThe ethyl acetate was evaporated

Sources & evidence

ORD record: ord-2b7a77ded1d942b688d3a870805edb11
Source dataset: uspto-grants-2004_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06831175B2

Reaction notes

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