Potassium Carbonate → ethyl (2E)-3-{5-chloro-6-[(3R)-3-pyrrolidinylamino]-3-pyridinyl}acrylate

HRID 226428Notes

Reaction equation

HRID 226428 reaction equation
Cl.Cl.[Cl:3][C:4]1[CH:5]=[C:6](/[CH:16]=[CH:17]/[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:7]=[N:8][C:9]=1[NH:10][C@@H:11]1[CH2:15][CH2:14][NH:13][CH2:12]1.C([O-])([O-])=O.[K+].[K+]>O>[Cl:3][C:4]1[CH:5]=[C:6](/[CH:16]=[CH:17]/[C:18]([O:20][CH2:21][CH3:22])=[O:19])[CH:7]=[N:8][C:9]=1[NH:10][C@@H:11]1[CH2:15][CH2:14][NH:13][CH2:12]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86603632Ethyl (2E)-3-{5-chloro-6-[(3R)-3-pyrrolidinylamino]-3-pyridyl}acrylate dihydrochloride

Product 1

HCID 86603633ethyl (2E)-3-{5-chloro-6-[(3R)-3-pyrrolidinylamino]-3-pyridinyl}acrylateYield 91.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of ethyl (2E)-3-{5-chloro-6-[(3R)-3-pyrrolidinylamino]-3-pyridinyl}acrylate dihydrochloride (2.0 g) in H2O (10 ml) was adjusted to pH 8.5 With 20% K2CO3 solution and extracted with CHCl3. The extract was dried over MgSO4, the solvent was evaporated in vacuo to give ethyl (2E)-3-{5-chloro-6-[(3R)-3-pyrrolidinylamino]-3-pyridinyl}acrylate (1.47 g).

Workup

  1. extractionextracted with CHCl3
  2. dry with materialThe extract was dried over MgSO4
  3. customthe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-0267b37a196f4c2e8f116de20abf9f4a
Source dataset
uspto-grants-2009_07
Patent number
US07557127B2

Reaction notes

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