Diethyl (ethoxymethylene)malonate → HCID 18000191, compound

HRID 1856711Notes

Reaction equation

HRID 1856711 reaction equation
[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][N:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(O[CH:19]=[C:20]([C:26]([O:28][CH2:29][CH3:30])=[O:27])[C:21]([O:23][CH2:24][CH3:25])=[O:22])C>>[CH2:1]([NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][CH:19]=[C:20]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[C:26]([O:28][CH2:29][CH3:30])=[O:27])=[CH:11][N:10]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 3629459HCID 3629459, compound

Product 1

HCID 18000191HCID 18000191, compoundYield 84.1%

Conditions

Temperature
130 °C

Procedure

A mixture of 2-benzylamino-5-aminopyridine (1.76 g) and diethyl ethoxymethylenemalonate (1.78 mL, 8.82 mmol) was heated at 130° C. for 2 h. While warm, the mixture was evacuated. After cooling, the product was triturated with 2:1 hexanes/ether and collected to give 2.74 g of diethyl (2-benzylamino-5-pyridylaminomethylene)malonate as a gold solid.

Workup

  1. temperatureWhile warm
  2. customthe mixture was evacuated
  3. temperatureAfter cooling
  4. customthe product was triturated with 2:1 hexanes/ether
  5. customcollected

Sources & evidence

ORD record
ord-b223171e5f4c4708bb7cd1b5c9883616
Source dataset
uspto-grants-2000_11
Patent number
US06143760

Reaction notes

Loading…