Methyl iodide → HCID 69596757, compound

HRID 1357155Notes

Reaction equation

HRID 1357155 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[N:12]([S:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=3)(=[O:15])=[O:14])[C@@H:11]([CH2:23][CH2:24][C:25]3[NH:26][CH:27]=[CH:28][N:29]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[CH3:30]I.[H-].[Na+]>C(Cl)(Cl)Cl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[N:12]([S:13]([C:16]3[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=3)(=[O:15])=[O:14])[C@@H:11]([CH2:23][CH2:24][C:25]3[N:29]([CH3:30])[CH:28]=[CH:27][N:26]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 69596714HCID 69596714, compound

Product 1

HCID 69596757HCID 69596757, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The title compound, light yellow oil, MS: m/e=428.2 (M+H+) and [α]D20=−69.7° (c=0.2770 in chloroform), was prepared by methylation of (2R,5S)-2-{2-[5-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-pyrrolidin-2-yl]-ethyl}-1H-imidazole in accordance with the general method of example 8 (methyl iodide, sodium hydride).

Sources & evidence

ORD record
ord-81531426058240b0bac8f4a6e52f34b3
Source dataset
uspto-grants-2003_07
Patent number
US06589978B2

Reaction notes

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