2-Amino-4-Methoxynicotinonitrile → HCID 178510510, compound

HRID 1627013Notes

Reaction equation

HRID 1627013 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]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH:14]=O>CCO.C(Cl)Cl>[OH:10][C:6]1[CH:7]=[CH:8][N:9]2[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][N:1]=[C:2]2[C:3]=1[C:4]#[N:5]

Participants

5

Reactant 2

HCID 27353592-Amino-4-MethoxynicotinonitrileHCID 108889012-Bromo-2-phenylacetaldehyde

Product 1

HCID 178510510HCID 178510510, compoundYield 84%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
160 °C

Procedure

A mixture of compounds D3 (2 g, 13.41 mmol) and D4 (6.69 g, 33.5 mmol) in EtOH (10 ml) was subjected to microwave heating at 160° C. for 45 min. The reaction mixture was cooled to room temperature and then diluted with DCM, causing a solid to precipitate. The solid obtained was filtered off, washed thoroughly with DCM and dried in vacuo to yield compound D5 (2.65 g, 84%) as a pale yellow solid.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customto precipitate
  3. customThe solid obtained
  4. filtrationwas filtered off
  5. washwashed thoroughly with DCM
  6. customdried in vacuo

Sources & evidence

ORD record
ord-b5c0d802d8084b91909e9a4774cc3de3
Source dataset
uspto-grants-2014_07
Patent number
US08785486B2

Reaction notes

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