Methyl iodide → HCID 69363783, compound

HRID 1072375Notes

Reaction equation

[OH:1][C@@H:2]([C@H:4]1[C:46](=[O:47])[N:6]2[C:7]([C:33]([O:35]CC3C=CC([N+]([O-])=O)=CC=3)=[O:34])=[C:8]([C:11]3[S:15][C:14]4=[C:16]([C:19]([C:21]5[CH:22]=[N:23][CH:24]=[C:25]([C:27]6[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=6)[CH:26]=5)=[O:20])[N:17]=[CH:18][N:13]4[CH:12]=3)[C@H:9]([CH3:10])[C@H:5]12)[CH3:3].[CH3:48]I>>[OH:1][C@@H:2]([C@H:4]1[C:46](=[O:47])[N:6]2[C:7]([C:33]([O-:35])=[O:34])=[C:8]([C:11]3[S:15][C:14]4=[C:16]([C:19]([C:21]5[CH:22]=[N+:23]([CH3:48])[CH:24]=[C:25]([C:27]6[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=6)[CH:26]=5)=[O:20])[N:17]=[CH:18][N:13]4[CH:12]=3)[C@H:9]([CH3:10])[C@H:5]12)[CH3:3]

Participants

Reactant 2

HCID 6328Methyl iodide

HCID 91269457HCID 91269457, compound

Product 1

HCID 69363783HCID 69363783, compound

Procedure

An N-quaternarized compound (84 mg) was prepared in substantially the same manner as in Example 24, except that 97 mg of 4-nitrobenzyl (1S,5R,6S)-6-((1R)-1-hydroxyethyl)-1-methyl-2-[7-(5-phenylpyridin-3-yl)carbonylimidazo[5,1-b]thiazol-2-yl]-1-carbapen-2-em-3-carboxylate and 0.063 ml of methyl iodide were used as the starting compounds. The title compound (20.3 mg) was prepared in substantially the same manner as in step c) of Example 1, except that this compound was used as the starting compound.

Sources & evidence

ORD record: ord-aff435f301f74ca082b1321566a25679
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908913B2

Reaction notes

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