Sodium Hydroxide → HCID 86604927, compound

HRID 2283931Notes

Reaction equation

HRID 2283931 reaction equation
P(Cl)(Cl)([Cl:3])=O.[CH2:6]([O:13][C:14]1[CH:15]=[CH:16][C:17]2[C:18]3[C:19](=[N:25][N:26]([CH2:28][CH3:29])[CH:27]=3)[C:20](=O)[NH:21][C:22]=2[CH:23]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+]>>[CH2:6]([O:13][C:14]1[CH:15]=[CH:16][C:17]2[C:18]3[C:19](=[N:25][N:26]([CH2:28][CH3:29])[CH:27]=3)[C:20]([Cl:3])=[N:21][C:22]=2[CH:23]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 66958442HCID 66958442, compound

Product 1

HCID 86604927HCID 86604927, compound

Conditions

Temperature
100 °C

Procedure

Phosphorous oxychloride (15 mL) was added to 7-benzyloxy-2-ethyl-2,5-dihydro-pyrazolo[3,4-c]quinolin-4-one (1.20 g, 3.76 mmol) and heated at 100° C. for 1 hour. The reaction mixture was cooled to ambient temperature and the poured onto crushed ice while stirring. 6 N Sodium hydroxide solution was added to the suspension at 4° C. and the solid was harvested by filtration and dried to afford 1.23 g of 7-benzyloxy-4-chloro-2-ethyl-2H-pyrazolo[3,4-c]quinoline as a yellow solid, mp 155-157° C.

Workup

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. additionthe poured
  3. customonto crushed ice
  4. filtrationthe solid was harvested by filtration
  5. customdried

Sources & evidence

ORD record
ord-bfce2d45f3d74631922eaa4da15205b7
Source dataset
uspto-grants-2015_09
Patent number
US09145410B2

Reaction notes

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