Potassium Carbonate → HCID 10271110, compound

HRID 1837086Notes

Reaction equation

HRID 1837086 reaction equation
C(O[CH2:5][C:6]1[NH:11][C:10]2[N:12]([CH3:16])[NH:13][C:14](=[O:15])[C:9]=2[CH:8]([C:17]2[CH:22]=[CH:21][C:20]([F:23])=[C:19]([Br:24])[CH:18]=2)[C:7]=1[C:25]([O:27]CC)=[O:26])(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO>[Br:24][C:19]1[CH:18]=[C:17]([CH:8]2[C:9]3[C:14](=[O:15])[NH:13][N:12]([CH3:16])[C:10]=3[NH:11][C:6]3[CH2:5][O:26][C:25](=[O:27])[C:7]2=3)[CH:22]=[CH:21][C:20]=1[F:23]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 23497545HCID 23497545, compound

Product 1

HCID 10271110HCID 10271110, compoundYield 54.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The product from Example 32A (0.09 g) and potassium carbonate(0.03 g) in methanol (10 mL) were stirred at ambient temperature for 1 hour. The solvent was evaporated under reduced pressure and the obtained residue was chromatographed on silica gel eluting with 10% EtOH/CH2Cl2 to provide 0.04 g of the title compound. 1H NMR (300 MHz, DMSO-d6) δ 3.49 (s, 3H), 4.76 (s, 1H), 4.9 (q, 2H), 7.23 (m, 2H), 7.42 (dd, 1H), 9.51 (bs, 1H), 9.78 (s, 1H); MS (ESI−) m/z 378 (M−H)−; Anal. calcd for C15H11N3BrFO3.0.5 C2H6O: C, 47.66; H, 3.50; N, 10.42. Found: C, 48.10; H, 2.97; N, 10.04.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained residue was chromatographed on silica gel eluting with 10% EtOH/CH2Cl2

Sources & evidence

ORD record
ord-d50fc92020804ac7b393d3c168671b1a
Source dataset
uspto-grants-2004_08
Patent number
US06780872B2

Reaction notes

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