Methane → HCID 88730669, compound

HRID 2286290Notes

Reaction equation

HRID 2286290 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-2b001ba86b90449a933e375fa60a80a5
Source dataset
uspto-grants-1982_04
Patent number
US04327093

Reaction notes

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