HCID 15010085, compound → Trifluoroacetate

HRID 1461167Notes

Reaction equation

HRID 1461167 reaction equation
C1(C([O:14][C:15]([C:17]2[N:22]3[C:23](=[O:37])[CH:24]([NH:25][C:26](=[O:36])/[C:27](/[C:30]4[N:31]=[C:32]([NH2:35])[S:33][CH:34]=4)=[N:28]\[OH:29])[C@H:21]3[S:20][CH2:19][C:18]=2/[CH:38]=[CH:39]\[C:40]2[N:41]=[N:42][S:43][CH:44]=2)=[O:16])C2C=CC=CC=2)C=CC=CC=1.[F:45][C:46]([F:51])([F:50])[C:47]([OH:49])=[O:48].C1(OC)C=CC=CC=1>C(OC(C)C)(C)C>[F:45][C:46]([F:51])([F:50])[C:47]([O-:49])=[O:48].[NH2:35][C:32]1[S:33][CH:34]=[C:30](/[C:27](=[N:28]/[OH:29])/[C:26]([NH:25][CH:24]2[C:23](=[O:37])[N:22]3[C:17]([C:15]([OH:16])=[O:14])=[C:18](/[CH:38]=[CH:39]\[C:40]4[N:41]=[N:42][S:43][CH:44]=4)[CH2:19][S:20][C@H:21]23)=[O:36])[N:31]=1

Participants

5

Reactant 2

HCID 15010085HCID 15010085, compoundHCID 66633105Anisole trifluoroacetic acid

Product 2

HCID 84468TrifluoroacetateHCID 15010087HCID 15010087, compound

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

Diphenylmethyl-7-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-[(Z)-2-(1,2,3-thiadiazol-4-yl)vinyl]-3-cephem-4-carboxylate (1.6 g, 2.6 mmol) was added to a mixed solution of trifluoroacetic acid-anisole (3 ml--3 m l) cooled to 0° C. The reaction solution was stirred at 5° C. for 1.5 hours. The reaction solution was added in diisopropyl ether (100 ml) and stirred. Precipitates were collected by filtration, cleansed with diisopropyl ether and dried thereby trifluoroacetate of 7-[(Z)-2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-[(Z)-2-(1,2,3-thiadiazol-4-yl)vinyl]-3-cephem-4-carboxylic acid (1.13 g) was obtained.

Workup

  1. stirringstirred
  2. customPrecipitates
  3. filtrationwere collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-5f0aa6100c1840dcb96ff1a280090746
Source dataset
uspto-grants-1991_12
Patent number
US05073551

Reaction notes

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