Ethyl bromoacetate → HCID 90237868, compound

HRID 1777142Notes

Reaction equation

HRID 1777142 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[C:10]([OH:17])[CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH2:3][CH2:2]1.Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21].C([O-])([O-])=O.[K+].[K+]>CC#N>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:16]=[CH:15][C:14]3[C:9](=[C:10]([O:17][CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21])[CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 7467522-(morpholin-4-yl)quinolin-8-ol

Product 1

HCID 90237868HCID 90237868, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

To a stirred mixture of 2-morpholinoquinolin-8-ol (200 mg, 0.87 mmol) in MeCN (5 mL) was added ethyl bromoacetate (216 mg, 1.31 mmol) and K2CO3 (360 mg, 2.61 mmol). The mixture was stirred at 80° C. for 4 hours. After filtration, the filtrate was concentrated to give crude product which was used directly for the next step (250 mg, Yield 90%).

Workup

  1. filtrationAfter filtration
  2. concentrationthe filtrate was concentrated
  3. customto give crude product which

Sources & evidence

ORD record
ord-9d1a90e2215e4f1a85ff971aa93a04a5
Source dataset
uspto-grants-2016_02
Patent number
US09266836B2

Reaction notes

Loading…