Thionyl Chloride → HCID 66888232, compound

HRID 75481Notes

Reaction equation

HRID 75481 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[N:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)[CH:4]=[CH:3][CH:2]=1.O=S(Cl)[Cl:26]>CO>[ClH:26].[N:11]1([C:9]2[CH:8]=[CH:7][CH:6]=[C:5]3[C:10]=2[N:1]=[CH:2][CH:3]=[CH:4]3)[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 155406788-(4-t-Butyloxycarbonylpiperazin-1-yl)quinoline2×

Product 1

HCID 66888232HCID 66888232, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

t-butyl 4-(quinolin-8-yl)piperazine-1-carboxylate (compound 32, 2.4 g, 7.66 mmol) was dissolved in methanol (50 ml) and SOCl2 was added to the solution dropwise at 0° C. The resulting solution was refluxed for 1 day and evaporated under reduced pressure. EtOAc (50 ml) was added to the residue and stirred for 2 hours to produce light yellow solid. The title compound was collected by filteration (1.7 g, 89%) as light yellow solid.

Workup

  1. temperatureThe resulting solution was refluxed for 1 day
  2. customevaporated under reduced pressure
  3. additionEtOAc (50 ml) was added to the residue
  4. customto produce light yellow solid
  5. customThe title compound was collected by filteration (1.7 g, 89%) as light yellow solid

Sources & evidence

ORD record
ord-3dfa716cac1a43e59248124751b2a8eb
Source dataset
uspto-grants-2014_09
Patent number
US08835436B2

Reaction notes

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