Methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate → HCID 66955962, compound

HRID 1399774Notes

Reaction equation

HRID 1399774 reaction equation
Cl[C:2]1[C:7]([CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10])=[C:6]([CH3:16])[N:5]=[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:3]=1.[CH2:23]([Mg]Cl)[CH3:24]>C1COCC1.[Cu]I>[CH2:23]([C:2]1[C:7]([CH:8]([CH2:13][CH2:14][CH3:15])[C:9]([O:11][CH3:12])=[O:10])=[C:6]([CH3:16])[N:5]=[C:4]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[N:3]=1)[CH3:24]

Participants

5

Reactant 2

HCID 86665652Methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoateHCID 178461633HCID 178461633, compound

Product 1

HCID 66955962HCID 66955962, compound

Reagents, catalysts & solvents 2

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)CatalystHCID 8028TetrahydrofuranSolvent

Procedure

This compound is prepared from methyl 2-(4-chloro-6-methyl-2-phenylpyrimidin-5-yl)pentanoate and ethylmagnesium chloride in THF at −10° C. in the presence of CuI as described in the following reference: Chemistry-A European Journal, 15(29), 7167-7179, S7167/1-S7167/121; 2009.

Sources & evidence

ORD record
ord-b38cfe49c2ad45c29f83f1b72071e929
Source dataset
uspto-grants-2014_12
Patent number
US08906906B2

Reaction notes

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