HCID 67043319, compound → HCID 57736454, compound

HRID 1896629Notes

Reaction equation

HRID 1896629 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:9]=[N:10][C:11]([C:14](Cl)([F:16])[F:15])=[CH:12][CH:13]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)C>[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:9]=[N:10][C:11]([CH:14]([F:15])[F:16])=[CH:12][CH:13]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 67043319HCID 67043319, compound

Product 1

HCID 57736454HCID 57736454, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound obtained in Step B (5.57 g) was dissolved in ethanol (110 ml) and after degassing, palladium on charcoal (10% by weight) (1 g) was added. Under a hydrogen atmosphere, the reaction mixture was stirred at ambient temperature for 5 hours. Filtration on Celite® furnished (6-difluoromethyl-pyridin-3-yl)-carbamic acid tert-butyl ester (4.8 g) as a foam. MS (ES+) 245/246 (MH+); 1H NMR (400 MHz, CDCl3) 1.54 (s, 9H), 7.15 (t, 1H), 7.91 (m, 1H), 9.03 (m, 1H), 9.33 (m, 2H).

Workup

  1. customafter degassing
  2. additionpalladium on charcoal (10% by weight) (1 g) was added
  3. filtrationFiltration on Celite®

Sources & evidence

ORD record
ord-e5094a3d274b4bd3a4f0ae5b05a3f503
Source dataset
uspto-grants-2013_08
Patent number
US08518971B2

Reaction notes

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