2-Chloro-5-ethylpyrimidine → HCID 68852372, compound

HRID 1984686Notes

Reaction equation

HRID 1984686 reaction equation
[C:1]([C:3]1[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:5][O:6][C:7]=1[CH3:8])#[CH:2].Cl[C:16]1[N:21]=[CH:20][C:19]([CH2:22][CH3:23])=[CH:18][N:17]=1>>[CH2:22]([C:19]1[CH:18]=[N:17][C:16]([C:2]#[C:1][C:3]2[C:4]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)=[N:5][O:6][C:7]=2[CH3:8])=[N:21][CH:20]=1)[CH3:23]

Participants

3

Reactant 2

HCID 35727632-Chloro-5-ethylpyrimidineHCID 534346474-Ethynyl-5-methyl-3-phenyl-isoxazole

Product 1

HCID 68852372HCID 68852372, compoundYield 28%

Procedure

As described for example 11c, 4-ethynyl-5-methyl-3-phenyl-isoxazole (92 mg, 0.50 mmol) was converted (using 2-chloro-5-ethylpyrimidine instead of 2-chloro-4-iodopyridine) to the title compound (SiO2, heptane:ethyl acetate=95:5 to 0:100, 40 mg, 28%) which was obtained as a brown oil. MS: m/e=290.1 [M+H]+.

Sources & evidence

ORD record
ord-469b9fafc4f0415ca443b02175523aae
Source dataset
uspto-grants-2009_06
Patent number
US07544704B2

Reaction notes

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