Potassium Iodide → HCID 91235751, compound

HRID 1696267Notes

Reaction equation

HRID 1696267 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH:3]([N:7]2[C:11]3=[C:12]4[CH:18]=[CH:17][NH:16][C:13]4=[N:14][CH:15]=[C:10]3[NH:9][C:8]2=[O:19])[CH2:2]1.Br[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23].C([O-])([O-])=O.[K+].[K+].[I-].[K+]>O.C(Cl)(Cl)Cl>[CH2:25]([O:24][C:22](=[O:23])[CH2:21][N:1]1[CH2:6][CH2:5][CH2:4][CH:3]([N:7]2[C:11]3=[C:12]4[CH:18]=[CH:17][NH:16][C:13]4=[N:14][CH:15]=[C:10]3[NH:9][C:8]2=[O:19])[CH2:2]1)[CH3:26]

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 67278038HCID 67278038, compound

Product 1

HCID 91235751HCID 91235751, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 1-piperidin-3-yl-3,6-dihydroimidazo[4,5-d]-pyrrolo[2,3-b]pyridin-2(1H)-one (0.030M solution in NMP, 1.00 mL), ethyl bromoacetate (6.7 mg), K2CO3(8.3 mg), potassium iodide (0.3 mg) was heated at 90° C. for 16 hours. Chloroform (4 mL) and water (2 mL) was added and was mixed with Bortex Mixer. The organic phase was separated with 1PS Filter Tube (from Whatman) and evaporated. Purification by preparative high performance liquid chromatography gave ethyl[3-(2-oxo-3,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-1(2H)-yl)piperidin-1-yl]acetate (2.8 mg).

Workup

  1. additionwas mixed with Bortex Mixer
  2. customThe organic phase was separated with 1PS Filter Tube (from Whatman)
  3. customevaporated
  4. customPurification by preparative high performance liquid chromatography

Sources & evidence

ORD record
ord-02b75ff5ad544cc09a2fb50d61d58fed
Source dataset
uspto-grants-2012_04
Patent number
US08163767B2

Reaction notes

Loading…