Potassium Carbonate → HCID 45107904, compound
Reaction equation
I[CH2:2][O:3][C:4]([O:6][CH2:7][C:8]([O:10][CH3:11])=[O:9])=[O:5].[Na].[F:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=1[CH2:21][NH:22][C:23]([C:25]1[C:26](=[O:43])[C:27]([OH:42])=[C:28]2[C:33](=[O:34])[N:32]3[CH2:35][C@H:36]4[CH2:40][CH2:39][CH2:38][N:37]4[C@@H:31]3[CH2:30][N:29]2[CH:41]=1)=[O:24].C(=O)([O-])[O-].[K+].[K+]>S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[F:13][C:14]1[CH:19]=[C:18]([F:20])[CH:17]=[CH:16][C:15]=1[CH2:21][NH:22][C:23]([C:25]1[C:26](=[O:43])[C:27]([O:42][CH2:2][O:3][C:4]([O:6][CH2:7][C:8]([O:10][CH3:11])=[O:9])=[O:5])=[C:28]2[C:33](=[O:34])[N:32]3[CH2:35][C@H:36]4[CH2:40][CH2:39][CH2:38][N:37]4[C@@H:31]3[CH2:30][N:29]2[CH:41]=1)=[O:24]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
The title compound was prepared from methyl ({[(iodomethyl)oxy]carbonyl}oxy)acetate (excess), (4aS,13aR)-N-[(2,4-difluorophenyl)methyl]-10-hydroxy-9,11-dioxo-2,3,4a,5,9,11,13,13a-octahydro-1H-pyrido[1,2-a]pyrrolo[1′,2′:3,4]imidazo[1,2-d]pyrazine-8-carboxamide sodium salt (80 mg, 0.177 mmol), potassium carbonate (73 mg, 0.531 mmol), and tetrabutylammonium hydrogen sulfate (60 mg, 0.177 mmol), using a similar process to that described in example 1. 1H NMR (CDCl3) δ 10.23 (m, 1 H), 8.38 (s, 1 H), 7.31 (m, 1 H), 6.76 (m, 2 H), 5.98 (d, J=6.4 Hz, 1 H), 5.89 (d, J=6.4 Hz, 1 H), 4.72-4.53 (m, 5 H), 4.28 (m, 2 H), 4.15 (m, 1 H), 3.92 (m, 1 H), 3.73 (s, 3 H), 3.14-3.03 (m, 2 H), 2.82 (m, 1 H), 2.10-1.91 (m, 3 H), 1.68 (m, 1 H). ES+ MS: 577 (M+1).
Sources & evidence
- ORD record
- ord-76f103cb25d840de897fdf3b9c6042db
- Source dataset
- uspto-grants-2014_04
- Patent number
- US08691823B2
Reaction notes
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