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

HRID 1088039Notes

Reaction equation

HRID 1088039 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-425cebb87a5c404c99ac91ee51cb3706
Source dataset
uspto-grants-1990_10
Patent number
US04960766

Reaction notes

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