Diethyl Ether → HCID 131715549, compound

HRID 1085093Notes

Reaction equation

HRID 1085093 reaction equation
Br.[NH2:2][C@@H:3]1[C:20](=[O:21])[N:5]2[C:6]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[C:7]([CH2:11][Br:12])[CH2:8][S:9](=[O:10])[C@H:4]12.[C:22]([C:25]12[CH2:32][CH2:31][N:28]([CH2:29][CH2:30]1)[CH2:27][CH2:26]2)(=[O:24])[NH2:23].C(OCC)C>CN(C)C=O>[Br-:12].[NH2:2][C@@H:3]1[C:20](=[O:21])[N:5]2[C:6]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])=[C:7]([CH2:11][N+:28]34[CH2:31][CH2:32][C:25]([C:22](=[O:24])[NH2:23])([CH2:30][CH2:29]3)[CH2:26][CH2:27]4)[CH2:8][S:9](=[O:10])[C@H:4]12

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 101300691-Azabicyclo[2.2.2]octane-4-carboxamideHCID 67926762HCID 67926762, compound

Product 1

HCID 131715549HCID 131715549, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

t-Butyl 7β-amino-3-bromomethyl-3-cephem-4-carboxylate 1-oxide hydrobromide (600 mg) was dissolved in N,N-dimethylformamide (6 ml), and 4-carbamoylquinuclidine (456 mg) was added thereto, and the mixture was stirred in argon gas stream at room temperature for 14 hours. To the reaction solution was added diethyl ether (120 ml), the resulting precipitate was filtered and washed with n-hexane, whereby the desired product (580 mg) was obtained.

Workup

  1. filtrationthe resulting precipitate was filtered
  2. washwashed with n-hexane, whereby the desired product (580 mg)
  3. customwas obtained

Sources & evidence

ORD record
ord-cecda7ebf5e94b89961d91718189859c
Source dataset
uspto-grants-1991_04
Patent number
US05008260

Reaction notes

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