Methyl iodide → N-(4-iodophenyl)-4,6-dimethoxy-N-methylpyrimidin-2-amine

HRID 230315Notes

Reaction equation

HRID 230315 reaction equation
[H-].[Na+].[I:3][C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11]2[N:16]=[C:15]([O:17][CH3:18])[CH:14]=[C:13]([O:19][CH3:20])[N:12]=2)=[CH:6][CH:5]=1.[CH3:21]I>>[I:3][C:4]1[CH:5]=[CH:6][C:7]([N:10]([CH3:21])[C:11]2[N:12]=[C:13]([O:19][CH3:20])[CH:14]=[C:15]([O:17][CH3:18])[N:16]=2)=[CH:8][CH:9]=1

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 66911973N-(4-iodophenyl)-4,6-dimethoxypyrimidin-2-amine

Product 1

HCID 57762579N-(4-iodophenyl)-4,6-dimethoxy-N-methylpyrimidin-2-amine

Procedure

In the same manner as in Reference Example 24-(1), 4-iodoaniline (220 mg) and 2-chloro-4,6-dimethoxypyrimidine (200 mg) were reacted in the presence of sodium hydride to obtain N-(4-iodophenyl)-4,6-dimethoxypyrimidin-2-amine (141 mg). (2) In the same manner as in Reference Example 24-(2), sodium hydride (16 mg), N-(4-iodophenyl)-4,6-dimethoxypyrimidin-2-amine (140 mg) and methyl iodide (0.024 ml) were reacted to obtain N-(4-iodophenyl)-4,6-dimethoxy-N-methylpyrimidin-2-amine (118 mg).

Sources & evidence

ORD record
ord-fb54fb2486454f1a958280b8c9b8dbeb
Source dataset
uspto-grants-2009_07
Patent number
US07566724B2

Reaction notes

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