Trifluoroacetic acid → HCID 86719965, compound
Reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]([NH:16][NH:17][C:18]([C@H:20]2[CH2:26][CH2:25][C@@H:24]3[CH2:27][N:21]2[C:22](=[O:33])[N:23]3[O:28][CH2:29][C:30]([OH:32])=[O:31])=[O:19])=[O:15])[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[O:33]=[C:22]1[N:21]2[CH2:27][C@@H:24]([CH2:25][CH2:26][C@@H:20]2[C:18]([NH:17][NH:16][C:14]([C@@H:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)=[O:15])=[O:19])[N:23]1[O:28][CH2:29][C:30]([OH:32])=[O:31]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- -10 °C
Procedure
To a clear solution of trans-3-{N′-(6-carboxymethoxy-7-oxo-1,6-diaza-bicyclo[3.2.1]octane-2-carbonyl)-hydrazinocarbonyl}-(R)-piperidin-1-carboxylic acid tert-butyl ester (150 mg, 0.32 mmol) in dichloromethane (2 ml) was added trifluoroacetic acid under stirring at −10° C. The reaction mixture was stirred for about 1 hour at −10° C. and the solvents were evaporated under vacuum to provide a residue. The residue was triturated successively with diethyl ether (25 ml) and acetonitrile (25 ml) and solvents were decanted to provide solid that was dried under vacuum to provide 59 mg of titled compound in 50% yield.
Workup
- stirringThe reaction mixture was stirred for about 1 hour at −10° C.
- customthe solvents were evaporated under vacuum
- customto provide a residue
- customThe residue was triturated successively with diethyl ether (25 ml) and acetonitrile (25 ml) and solvents
- customwere decanted
- customto provide solid
- customthat was dried under vacuum
Sources & evidence
- ORD record
- ord-3a3054f5a29c4c2ea28829f9894c3a8b
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09381200B2
Reaction notes
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