Methane → HCID 88730669, compound

HRID 434875Notes

Reaction equation

HRID 434875 reaction equation
C([NH:3][C:4]1[S:5][CH:6]=[C:7]([CH2:9][C:10]([NH:12][CH:13]2[C:34](=[O:35])[N:15]3[C:16]([C:31]([OH:33])=[O:32])=[C:17]([CH2:20][O:21][C:22]([N:24]4[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]4)=[O:23])[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1)=O.FC(F)(F)C([O-])=O.[ClH:43].C>CO.O1CCCC1>[ClH:43].[ClH:43].[NH2:3][C:4]1[S:5][CH:6]=[C:7]([CH2:9][C:10]([NH:12][CH:13]2[C:34](=[O:35])[N:15]3[C:16]([C:31]([OH:33])=[O:32])=[C:17]([CH2:20][O:21][C:22]([N:24]4[CH2:29][CH2:28][N:27]([CH3:30])[CH2:26][CH2:25]4)=[O:23])[CH2:18][S:19][C@H:14]23)=[O:11])[N:8]=1

Participants

7

Reactant 4

HCID 297MethaneHCID 313Hydrochloric AcidHCID 84468TrifluoroacetateHCID 88730094HCID 88730094, compound

Product 1

HCID 88730669HCID 88730669, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 7-[2-(2-formamidothiazol-4-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylic acid.trifluoroacetate (1.25 g) and conc.hydrochloric acid (0.6 ml) in methanol (12 ml) and tetrahydrofuran (12 ml) was stirred for 1 hour and 15 minutes at ambient temperature. The reaction mixture was treated with activated charcoal and filtered. The filtrate was evaporated and to the residue was added isopropyl alcohol followed by evaporation. The residue was pulverized in diethyl ether, collected by filtration, washed with ethyl acetate and then dried under reduced pressure to give 7-[2-(2-aminothiazol-4-yl)acetamido]-3-(4-methyl-1-piperazinyl)carbonyloxymethyl-3-cephem-4-carboxylic acid.dihydrochloride (0.65 g).

Workup

  1. filtrationfiltered
  2. customThe filtrate was evaporated and to the residue
  3. additionwas added isopropyl alcohol
  4. customfollowed by evaporation
  5. filtrationcollected by filtration
  6. washwashed with ethyl acetate
  7. customdried under reduced pressure

Sources & evidence

ORD record
ord-2af68d136e1f453696f70a24c834ba45
Source dataset
uspto-grants-1983_08
Patent number
US04399278

Reaction notes

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