Water → HCID 14836359, compound

HRID 1646868Notes

Reaction equation

HRID 1646868 reaction equation
CC(C)([O-])C.[K+].Br[C:8]1[CH:9]=[N:10][C:11]2[C:16]([C:17]=1[NH:18][CH2:19][CH:20]([OH:22])[CH3:21])=[CH:15][CH:14]=[CH:13][CH:12]=2.O>CN(C=O)C>[CH3:21][CH:20]1[O:22][C:8]2[CH:9]=[N:10][C:11]3[CH:12]=[CH:13][CH:14]=[CH:15][C:16]=3[C:17]=2[NH:18][CH2:19]1

Participants

5

Reactant 3

HCID 962WaterHCID 14209239HCID 14209239, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 14836359HCID 14836359, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
140 °C

Procedure

Potassium tertiary butoxide (5 g) was added to a solution of 3-bromo-N-(2-hydroxypropyl)-4-quinolinamine (9 g) in 30 ml of DMF and the mixture stirred at 140° C. for 4 hours. The mixture was cooled to room temperature and poured into 200 ml of water. The product was extracted with dichloromethane and purified by HPLC (solvent: DCM:MeOH=10:1).

Workup

  1. temperatureThe mixture was cooled to room temperature
  2. extractionThe product was extracted with dichloromethane
  3. custompurified by HPLC (solvent: DCM:MeOH=10:1)

Sources & evidence

ORD record
ord-26df10b226144ed1874a56b2af1e8de8
Source dataset
uspto-grants-1993_01
Patent number
US05182275

Reaction notes

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