Hydrochloric Acid → HCID 88157657, compound

HRID 992714Notes

Reaction equation

HRID 992714 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:42]/[OH:43])/[C:8]([NH:10][C@@H:11]2[C:40](=[O:41])[N:13]3[C:14]([C:25]([O:27][CH:28]([O:30][C:31]([O:33][CH:34]4[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]4)=[O:32])[CH3:29])=[O:26])=[C:15]([S:18][CH2:19][C:20]4[CH:21]=[N:22][NH:23][CH:24]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1.[ClH:44]>C(OCC)(=O)C.C1COCC1>[ClH:44].[ClH:44].[NH2:1][C:2]1[S:3][CH:4]=[C:5](/[C:7](=[N:42]/[OH:43])/[C:8]([NH:10][C@@H:11]2[C:40](=[O:41])[N:13]3[C:14]([C:25]([O:27][CH:28]([O:30][C:31]([O:33][CH:34]4[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]4)=[O:32])[CH3:29])=[O:26])=[C:15]([S:18][CH2:19][C:20]4[CH:24]=[N:23][NH:22][CH:21]=4)[CH2:16][S:17][C@H:12]23)=[O:9])[N:6]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 88157658HCID 88157658, compound

Product 1

HCID 88157657HCID 88157657, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

To a solution of 1-(cyclohexyloxycarbonyloxy)ethyl 7β-[2-(2-aminothiazol-4-yl)-2-(Z)-(hydroxyimino)acetamido]-3-[(pyrazol-4-yl)methylthio]-3-cephem-4-carboxylate (166 mg) in a mixture of ethyl acetate (5 ml) and THF (5 ml) was added 4N hydrogen chloride in ethyl acetate (0.127 ml) under ice-cooling. The mixture was stirred at the same temperature for 10 minutes, and then the resulting precipitates was collected by filtration to give 1-(cyclohexyloxy-carbonyloxy)ethyl 7β-[2-(2-aminothiazol-4-yl)-2-(Z)-(hydroxyimino)acetamido]-3-[(pyrazol-4-yl)methylthio]-3-cephem-4-carboxylate dihydrochloride (164 mg).

Workup

  1. temperaturecooling
  2. customthe resulting precipitates
  3. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-c490185d44ff4fd992afaa84a4e62e21
Source dataset
uspto-grants-2002_10
Patent number
US06468995B1

Reaction notes

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