Sodium Hydroxide → HCID 59198464, compound

HRID 1896509Notes

Reaction equation

HRID 1896509 reaction equation
[Br:1][C:2]1[C:7]2[NH:8][C:9]3[CH:10]=[CH:11][C:12]([F:15])=[CH:13][C:14]=3[C:6]=2[C:5](=O)[NH:4][CH:3]=1.[OH-].[Na+].O=P(Cl)(Cl)[Cl:21]>>[Br:1][C:2]1[C:7]2[NH:8][C:9]3[CH:10]=[CH:11][C:12]([F:15])=[CH:13][C:14]=3[C:6]=2[C:5]([Cl:21])=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 59198429HCID 59198429, compound

Product 1

HCID 59198464HCID 59198464, compound

Conditions

Temperature
175 °C

Procedure

4-Bromo-8-fluoro-2,5-dihydro-1H-pyrido[4,3-b]indol-1-one (1 gram) was suspended in 10 mL POCl3 and heated to 175° C. for 15 minutes in a microwave. The crude reaction mixture was poured over ice, neutralized with 12 M NaOH, extracted with EtOAc, washed with brine, dried over MgSO4, filtered, concentrated to dryness. The title compound was used without further purification.

Workup

  1. customThe crude reaction mixture
  2. additionwas poured over ice
  3. extractionextracted with EtOAc
  4. washwashed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated to dryness
  8. customThe title compound was used without further purification

Sources & evidence

ORD record
ord-c1275f79053643b8a85bffd04889e9ed
Source dataset
uspto-grants-2013_08
Patent number
US08518964B2

Reaction notes

Loading…