Diethyl Ether → HCID 178510511, compound

HRID 1627016Notes

Reaction equation

HRID 1627016 reaction equation
[NH2:1][C:2]1[N:9]=[CH:8][CH:7]=[C:6]([O:10]C)[C:3]=1[C:4]#[N:5].Br[CH:13]([CH2:16][C:17]([F:20])([F:19])[F:18])[CH:14]=O.CCOCC>CCO>[OH:10][C:6]1[CH:7]=[CH:8][N:9]2[C:13]([CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:14][N:1]=[C:2]2[C:3]=1[C:4]#[N:5]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 27353592-Amino-4-MethoxynicotinonitrileHCID 580811402-Bromo-4,4,4-trifluorobutyraldehyde

Product 1

HCID 178510511HCID 178510511, compoundYield 19%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
150 °C

Procedure

A mixture of compounds D3 (3.31 g, 22.19 mmol) and D8 (6.2 g, 21.86 mmol, 72% purity, calculated by 1H-NMR) in EtOH (10 ml) was subjected to microwave heating at 150° C. for 40 min. After cooling to room temperature, the solvent was evaporated in vacuo. The residue thus obtained was treated with Et2O and a solid precipitated out. The solid thus obtained was filtered off, washed with EtOAc and dried in vacuo to yield compound D9 (1 g, 18%).

Workup

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was evaporated in vacuo
  3. customThe residue thus obtained
  4. customa solid precipitated out
  5. customThe solid thus obtained
  6. filtrationwas filtered off
  7. washwashed with EtOAc
  8. customdried in vacuo

Sources & evidence

ORD record
ord-8e516c843cee4630b7caf54667189512
Source dataset
uspto-grants-2014_07
Patent number
US08785486B2

Reaction notes

Loading…