Water → HCID 68550967, compound

HRID 1432348Notes

Reaction equation

HRID 1432348 reaction equation
P(Cl)(Cl)(Cl)=O.[N:6]1[CH:11]=CC=C[CH:7]=1.[N:12]12[CH2:22][CH2:21][CH2:20][N:19]=[C:18]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]2.[OH2:23]>ClCCl>[CH:7]1[N:6]=[CH:11][N:19]2[CH2:18][CH2:17][CH2:16][C:15](=[C:14]3[CH2:21][CH2:22][NH:12][C:13]3=[O:23])[C:20]=12

Participants

6

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 24813Phosphorus oxychlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

Product 1

HCID 68550967HCID 68550967, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.23 ml of phosphorus oxychloride are added dropwise to a solution of 0.50 g of 3-(8-hydro-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-yl)pyrrolidin-2-one and 7.5 ml of pyridine at 0° C., and the reaction mixture is then warmed to room temperature. After 1 hour, 1.02 ml of 1,8-diazabicyclo[5.4.0]undec-7-ene are added. After 3 hours water is added to the reaction mixture, and it is extra with dichloromethane (3×)—the combined organic phases are washed successively with 1N NaOH and water, dried with sodium sulphate and evaporated. The title compound is identified from the residue by flash chromatography (SiO2 60F) on the basis of the Rf.

Workup

  1. washare washed successively with 1N NaOH and water
  2. dry with materialdried with sodium sulphate
  3. customevaporated

Sources & evidence

ORD record
ord-8a374117cb6945e5be002e88aeca2ea4
Source dataset
uspto-grants-2009_11
Patent number
US07612088B2

Reaction notes

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