Ammonium Chloride → Methyl 3-(dimethylamino)-2-(2-pyridinyl)-2-propenoate

HRID 1160157

Reaction equation

HRID 1160157 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([O:10][CH2:11]C)=[O:9].CO[CH:15](OC)[N:16]([CH3:18])[CH3:17].[NH4+].[Cl-]>CCOC(C)=O>[CH3:15][N:16]([CH3:18])[CH:17]=[C:7]([C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 75960Ethyl 2-pyridylacetateHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 73047442Methyl 3-(dimethylamino)-2-(2-pyridinyl)-2-propenoate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
130 °C

Procedure

10 g of ethyl 2-(2-pyridinyl)acetate, 39 ml of dimethoxy-N,N-dimethylmethanamine and 1.5 ml of N,N,N′,N′-tetramethylenediamine are mixed and the mixture is heated at 130° C. for 18 hours. The mixture is taken up in 120 ml of a mixture of equal volumes of AcOEt and of a saturated NH4Cl solution. The organic phase is separated by settling, washed with a saturated NaCl solution, dried over Na2SO4 and evaporated to produce the expected product in the form of an oil.

Workup

  1. customThe organic phase is separated
  2. washwashed with a saturated NaCl solution
  3. dry with materialdried over Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-1653dbe7e59742519c502e2e7620dcb8
Source dataset
uspto-grants-2010_10
Patent number
US07816368B2

Linked notes

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