Thionyl Chloride → HCID 66888232, compound

HRID 339735Notes

Reaction equation

HRID 339735 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)quinoline

Product 1

HCID 66888232HCID 66888232, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

tert-Butyl 4-(quinolin-8-yl)piperazine-1-carboxylate (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 filtration (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. filtrationThe title compound was collected by filtration (1.7 g, 89%) as light yellow solid

Sources & evidence

ORD record
ord-f1f294979e2845dfb10f4df00e780a8c
Source dataset
uspto-grants-2014_11
Patent number
US08895558B2

Reaction notes

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