Water → HCID 178488610, compound

HRID 16319Notes

Reaction equation

HRID 16319 reaction equation
FC(F)(F)C([O-])=O.[F:8][C:9]1[CH:14]=[CH:13][C:12]([C@@H:15]([N:17]2[CH2:22][CH2:21][CH2:20]/[C:19](=[CH:23]\[C:24]3[CH:29]=[CH:28][C:27]([N:30]4[CH:34]=[C:33]([CH3:35])[N+:32]([CH2:36][O:37][P:38]([OH:41])([OH:40])=[O:39])=[CH:31]4)=[C:26]([O:42][CH3:43])[CH:25]=3)/[C:18]2=[O:44])[CH3:16])=[CH:11][CH:10]=1.O>C(#N)C>[P:38]([O-:40])([O:37][CH2:36][N+:32]1[C:33]([CH3:35])=[CH:34][N:30]([C:27]2[CH:28]=[CH:29][C:24](/[CH:23]=[C:19]3/[C:18](=[O:44])[N:17]([C@H:15]([C:12]4[CH:11]=[CH:10][C:9]([F:8])=[CH:14][CH:13]=4)[CH3:16])[CH2:22][CH2:21][CH2:20]/3)=[CH:25][C:26]=2[O:42][CH3:43])[CH:31]=1)([OH:41])=[O:39]

Participants

4

Reactant 2

HCID 962WaterHCID 178488611HCID 178488611, compound

Product 1

HCID 178488610HCID 178488610, compoundYield 90.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

An aqueous solution (4 mL) of 3-{4-{1-[(S)-1-(4-fluorophenyl)ethyl]-2-oxopiperidin-(3E)-ylidenemethyl}-2-methoxyphenyl}-5-methyl-1-(phosphonooxymethyl)-3H-imidazol-1-ium trifluoroacetate (150 mg) obtained in Example 1 was subjected to reversed phase C18 silica gel column chromatography (developing solvent: 100% water to 35% acetonitrile aqueous solution). The objective fraction was concentrated and then lyophilized to give 112 mg of the title compound. The physical property values of this compound were as follows:

Workup

  1. concentrationThe objective fraction was concentrated

Sources & evidence

ORD record
ord-d1cc8d30f710438b9712a92d8637d99f
Source dataset
uspto-grants-2010_06
Patent number
US07737141B2

Reaction notes

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