1-Methoxy-2-propanol → HCID 17750604, compound

HRID 333930

Reaction equation

HRID 333930 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([CH3:12])[CH:3]=1.COCC(O)C.[N:19]1([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>>[CH3:12][C:4]1[CH:3]=[C:2]([N:22]2[CH2:21][CH2:20][N:19]([C:25]([O:27][C:28]([CH3:31])([CH3:30])[CH3:29])=[O:26])[CH2:24][CH2:23]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

Participants

4

Reactant 3

HCID 79001-Methoxy-2-propanolHCID 779734-Chloro-2-methylquinolineHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 17750604HCID 17750604, compound

Procedure

4-Chloro-2-methylquinoline (5 g, 28 mmol) was mixed with 1-methoxy-2-propanol, tert-butyl piperazine-1-carboxylate was added (5.74 g, 30.8 mmol) and the mixture was refluxed for 4.5 hours after which the product started to precipitate. The mixture was concentrated under reduced pressure and left at room temperature for 48 hours. The product was separated by filtration, washed with ethylacetate and dried at 50° C. 4.382 g of a solid were obtained (13.38 mmol, 48%). MS (APCI): m/z=327.9 [M+1]+.

Workup

  1. additionwas added (5.74 g, 30.8 mmol)
  2. temperaturethe mixture was refluxed for 4.5 hours after which the product
  3. customto precipitate
  4. concentrationThe mixture was concentrated under reduced pressure
  5. customThe product was separated by filtration
  6. washwashed with ethylacetate
  7. customdried at 50° C

Sources & evidence

ORD record
ord-183f7a13eb6341c1a117023f1fbe0cec
Source dataset
uspto-grants-2014_11
Patent number
US08883791B2

Linked notes

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