1H-Pyrazole, 1-methyl- → HCID 178480373, compound

HRID 1614066Notes

Reaction equation

HRID 1614066 reaction equation
[CH:1]1([O:6][N:7]=[C:8]([C:40]2[N:41]=[C:42]([NH:45][CH:46]=[O:47])[S:43][CH:44]=2)[C:9]([NH:11][C@@H:12]2[C:38](=[O:39])[N:14]3[C:15]([C:22]([O:24][CH:25]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:23])=[C:16]([CH2:20][I:21])[CH2:17][S:18](=[O:19])[C@H:13]23)=[O:10])[CH2:5][CH2:4][CH:3]=[CH:2]1.[CH3:48][N:49]1[CH:53]=[CH:52][CH:51]=[N:50]1>C(OCC)(=O)C>[I-:21].[CH:1]1([O:6][N:7]=[C:8]([C:40]2[N:41]=[C:42]([NH:45][CH:46]=[O:47])[S:43][CH:44]=2)[C:9]([NH:11][C@@H:12]2[C:38](=[O:39])[N:14]3[C:15]([C:22]([O:24][CH:25]([C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=4)[C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)=[O:23])=[C:16]([CH2:20][N+:50]4[N:49]([CH3:48])[CH:53]=[CH:52][CH:51]=4)[CH2:17][S:18](=[O:19])[C@H:13]23)=[O:10])[CH2:5][CH2:4][CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 702551H-Pyrazole, 1-methyl-HCID 131716600HCID 131716600, compound

Product 1

HCID 178480373HCID 178480373, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of benzhydryl 7β-[2-(2-cyclopenten-1-yloxyimino)-2-(2-formamidothiazol-4-yl)acetamido]-3-iodomethyl-3-cephem-4-carboxylate 1-oxide (syn isomer, 7 g) and N-methylpyrazole (17.5 ml) was stirred at ambient temperature for 4.5 hours. The reaction mixture was poured into ethyl acetate (500 ml). Precipitates were collected by filtration, washed with ethyl acetate and diisopropyl ether to give benzhydryl 7β-[2-(2-cyclopenten-1-yloxyimino)-2-(2-formamidothiazol-4-yl)acetamido]-3-(2-methyl-1-pyrazolio)methyl-3-cephem -4-carboxylate 1-oxide iodide (syn isomer, 5.4 g).

Workup

  1. customPrecipitates
  2. filtrationwere collected by filtration
  3. washwashed with ethyl acetate and diisopropyl ether

Sources & evidence

ORD record
ord-7fe248723be54b73b14eec3817b914a6
Source dataset
uspto-grants-1993_03
Patent number
US05194432

Reaction notes

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