Sodium Carbonate → HCID 86628366, compound

HRID 2233196Notes

Reaction equation

HRID 2233196 reaction equation
CC1C=CC(S(O[CH2:12][C:13]2([OH:27])[C:23]3[C:24]4[N:15]([C:16](=[O:26])[CH:17]=[N:18][C:19]=4[CH:20]=[CH:21][C:22]=3[F:25])[CH2:14]2)(=O)=O)=CC=1.[NH:28]1[CH2:33][CH2:32][CH:31]([NH:34][C:35](=[O:41])[O:36][C:37]([CH3:40])([CH3:39])[CH3:38])[CH2:30][CH2:29]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.CN(C)C=O>[F:25][C:22]1[CH:21]=[CH:20][C:19]2[N:18]=[CH:17][C:16](=[O:26])[N:15]3[CH2:14][C:13]([CH2:12][N:28]4[CH2:29][CH2:30][CH:31]([NH:34][C:35](=[O:41])[O:36][C:37]([CH3:39])([CH3:38])[CH3:40])[CH2:32][CH2:33]4)([OH:27])[C:23]=1[C:24]=23

Participants

6

Reactant 3

HCID 10340Sodium CarbonateHCID 7238334-(N-Boc-amino)piperidineHCID 86628365HCID 86628365, compound

Product 1

HCID 86628366HCID 86628366, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of (7-fluoro-6-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[1,2,3-de]quinoxalin-6-yl)methyl 4-methylbenzenesulfonate (3.64 g, 9.3 mmol) (for a preparation, see Example 9(f)), 1,1-dimethylethyl 4-piperidinylcarbamate (2.0 g, 10.2 mmol) and sodium carbonate (2.9 g, 27.9 mmol) in ethanol (110 mL) and dimethylformamide (10 mL) was heated at 50° C. for 6 h. The mixture was evaporated to remove ethanol and the residue was partitioned between dichloromethane and half-saturated brine (200 mL each).

Workup

  1. customfor a preparation
  2. customThe mixture was evaporated
  3. customto remove ethanol
  4. customthe residue was partitioned between dichloromethane and half-saturated brine (200 mL each)

Sources & evidence

ORD record
ord-ab28f7d6978949f4b9bfa35b64f89675
Source dataset
uspto-grants-2010_05
Patent number
US07709483B2

Reaction notes

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