Diethyl Ether → HCID 178510511, compound

HRID 2361741Notes

Reaction equation

HRID 2361741 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
156 °C

Procedure

A mixture of compound D3 (3.31 g, 22.19 mmol) and D4 (6.2 g, 21.86 mmol) in EtOH (10 ml) was subjected to microwave heating at 156° 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. The solid was filtered off, washed with EtOAc and dried in vacuo to yield compound D5 (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
  5. filtrationThe solid was filtered off
  6. washwashed with EtOAc
  7. customdried in vacuo

Sources & evidence

ORD record
ord-7dcc7ff62fc64f208e6ecb85a0279edb
Source dataset
uspto-grants-2014_04
Patent number
US08691813B2

Reaction notes

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