Phosphorus oxychloride → HCID 18763626, compound

HRID 431253Notes

Reaction equation

HRID 431253 reaction equation
[CH3:1][C:2]1[N:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=2)[N:5]=[C:4](O)[CH:3]=1.O=P(Cl)(Cl)[Cl:20]>>[Cl:20][C:4]1[CH:3]=[C:2]([CH3:1])[N:7]=[C:6](/[CH:8]=[CH:9]/[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([F:16])[CH:11]=2)[N:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178429314HCID 178429314, compound

Product 1

HCID 18763626HCID 18763626, compoundYield 86%

Procedure

In analogy to example 12c), by heating (E)-6-methyl-2-[2-(3-fluoro-phenyl)-vinyl]-pyrimidin-4-ol 1 (1.12 g, 4.86 mmol) in POCl3 (9 ml, 0.1 mol) at 130° C. for 4.5 h there was obtained (E)-4-chloro-6-methyl-2-[2-(3-fluoro-phenyl)-vinyl]-pyrimidine (1 g, 86%) as a white solid. EI mass spectrum, m/e: 248 (M calculated for C14H13ClFN2: 248).

Sources & evidence

ORD record
ord-09bc9dc269694490b427ae2b3fe4e8b4
Source dataset
uspto-grants-2003_12
Patent number
US06657060B2

Reaction notes

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