(2,6-Dichlorophenyl)acetonitrile → HCID 12904732, compound

HRID 1679898Notes

Reaction equation

HRID 1679898 reaction equation
[NH2:1][C:2]1[C:7]([CH:8]=O)=[C:6]([CH3:10])[N:5]=[CH:4][N:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=1[CH2:19][C:20]#[N:21]>>[Cl:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([Cl:18])[C:13]=1[C:19]1[C:20]([NH2:21])=[N:1][C:2]2[N:3]=[CH:4][N:5]=[C:6]([CH3:10])[C:7]=2[CH:8]=1

Participants

3

Reactant 2

HCID 76678(2,6-Dichlorophenyl)acetonitrileHCID 234585734-Amino-6-methylpyrimidine-5-carbaldehyde

Product 1

HCID 12904732HCID 12904732, compound

Procedure

4-Amino-6-methylpyrimidine-5-carboxaldehyde is then condensed with 2,6-dichlorophenylacetonitrile. The crude product is isolated by concentrating the reaction mixture to dryness and partitioning the residue between chloroform and water. Drying and concentration of the organic layer gives a residue which is chromatographed on silica gel. The product is eluted with 1/99 mixture of methanol/chloroform and recrystallized from ethanol to give pure 6-(2,6-dichlorophenyl)-4-methylpyrido[2,3-d]pyrimidin-7-amine, mp 280°-282° C.

Workup

  1. customThe crude product is isolated
  2. concentrationby concentrating the reaction mixture to dryness
  3. custompartitioning the residue between chloroform and water
  4. customDrying
  5. customconcentration of the organic layer gives a residue which
  6. customis chromatographed on silica gel
  7. washThe product is eluted with 1/99 mixture of methanol/chloroform
  8. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-8bb78417a1464f29ab55e852ef6bc21c
Source dataset
uspto-grants-1981_06
Patent number
US04271164

Reaction notes

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