Butylamine → 2-(4-(2-Amino-4-(butylamino)-6-methylpyrimidin-5-ylthio)phenyl)acetonitrile

HRID 2387909Notes

Reaction equation

HRID 2387909 reaction equation
[NH2:1][C:2]1[N:7]=[C:6](Cl)[C:5]([S:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]#[N:18])=[CH:12][CH:11]=2)=[C:4]([CH3:19])[N:3]=1.[CH2:20]([NH2:24])[CH2:21][CH2:22][CH3:23]>C(O)CCC>[NH2:1][C:2]1[N:7]=[C:6]([NH:24][CH2:20][CH2:21][CH2:22][CH3:23])[C:5]([S:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]#[N:18])=[CH:12][CH:11]=2)=[C:4]([CH3:19])[N:3]=1

Participants

4

Reactant 2

HCID 8007ButylamineHCID 866334172-(4-(2-Amino-4-chloro-6-methylpyrimidin-5-ylthio)phenyl)acetonitrile

Product 1

HCID 684153862-(4-(2-Amino-4-(butylamino)-6-methylpyrimidin-5-ylthio)phenyl)acetonitrile

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of the product from step (iv) (525 mg) and butylamine (3 ml) in BuOH (14 ml) was heated under reflux for 5 h. The solvent was evaporated under reduced pressure and the residue partitioned between EtOAc/water. The organics were separated, dried and evaporated under reduced pressure to give the subtitle compound as a gum, 610 mg.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 h
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue partitioned between EtOAc/water
  5. customThe organics were separated
  6. customdried
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-6793bcb343f44cb3a78efd663561ed22
Source dataset
uspto-grants-2012_09
Patent number
US08268990B2

Reaction notes

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