Hydrochloric Acid → HCID 90047521, compound

HRID 1507601Notes

Reaction equation

HRID 1507601 reaction equation
C([NH:8][C:9]1[N:14]=[C:13]2[N:15]([CH3:21])[C:16](=[O:20])[C:17]([CH3:19])([CH3:18])[C:12]2=[CH:11][CH:10]=1)C1C=CC=CC=1.[ClH:22]>C(O)C.[Pd]>[ClH:22].[NH2:8][C:9]1[N:14]=[C:13]2[N:15]([CH3:21])[C:16](=[O:20])[C:17]([CH3:18])([CH3:19])[C:12]2=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 90047615HCID 90047615, compound

Product 1

HCID 90047521HCID 90047521, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
40 °C

Procedure

A mixture of 6-(benzylamino)-1,3,3-trimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one (610 mg, 2.17 mmol) and 25% aqueous HCl solution (1.2 g, 1 ml, 8.23 mmol) in ethanol (20 ml) was evacuated three times and flushed with argon. Pd (10% on activated charcoal, 231 mg, 217 μmol) was added. Degassing was repeated, then evacuated three times and flushed with hydrogen. The reaction mixture was heated to 40° C. and stirred 4 hours at this temperature under the hydrogen atmosphere. The reaction mixture was filtered through a glass fiber filter, washed with EtOH and the solvent was evaporated. The title compound was obtained as grey solid (388 mg) and was used without further purification.

Workup

  1. customwas evacuated three times
  2. customflushed with argon
  3. customDegassing
  4. customevacuated three times
  5. customflushed with hydrogen
  6. filtrationThe reaction mixture was filtered through a glass fiber
  7. filtrationfilter
  8. washwashed with EtOH
  9. customthe solvent was evaporated

Sources & evidence

ORD record
ord-76f5e7124ad44ec9a6e9b92632b1cbd6
Source dataset
uspto-grants-2015_12
Patent number
US09221816B2

Reaction notes

Loading…