Sodium Bicarbonate → HCID 86714621, compound

HRID 1409301Notes

Reaction equation

HRID 1409301 reaction equation
[Cl:1][C:2]1[C:9]([F:10])=[C:8]([C:11]2[N:15](C3CCCCO3)[N:14]=[CH:13][CH:12]=2)[CH:7]=[C:6]([F:22])[C:3]=1[C:4]#[N:5].Cl.CCO.C([O-])(O)=O.[Na+]>C(O)C>[Cl:1][C:2]1[C:9]([F:10])=[C:8]([C:11]2[NH:15][N:14]=[CH:13][CH:12]=2)[CH:7]=[C:6]([F:22])[C:3]=1[C:4]#[N:5]

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 21887872Ethanol hydrochlorideHCID 86714619HCID 86714619, compound

Product 1

HCID 86714621HCID 86714621, compoundYield 107.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Chloro-3,6-difluoro-4-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)-benzonitrile (0.853 mmol, 0.276 g) was stirred in ethanol. 10% HCl/EtOH solution (5 ml) was slowly added. The resulting mixture was stirred at RT overnight. The reaction mixture was neutralized with NaHCO3 and extracted twice with EtOAc. The combined organics were washed with water, dried, filtered and evaporated. 0.219 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 6.86 (bs, 1H), 7.88-8.10 (m, 2H), 13.57 (bs, 1H).

Workup

  1. extractionextracted twice with EtOAc
  2. washThe combined organics were washed with water
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-004268eb2db441499f9b98f1aedf6ba4
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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