Benzylamine → HCID 5243908, compound

HRID 1893905Notes

Reaction equation

HRID 1893905 reaction equation
C(N(CC)CC)C.[NH2:8][C:9]1[N:14]=[C:13](Cl)[CH:12]=[C:11]([CH3:16])[N:10]=1.[CH2:17]([NH2:24])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>O1CCOCC1>[CH2:17]([NH:24][C:13]1[CH:12]=[C:11]([CH3:16])[N:10]=[C:9]([NH2:8])[N:14]=1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 7504BenzylamineHCID 8471TriethylamineHCID 218102-Amino-4-chloro-6-methylpyrimidine

Product 1

HCID 5243908HCID 5243908, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

Triethylamine (3.4 mL, 24.6 mmol) was added to a suspension of 2-amino-4-chloro-6-methylpyrimidine (Aldrich, 1.77 g, 12.3 mmol) and benzylamine (1.98 g, 18.5 mmol) in anhydrous dioxane (20 mL). The reaction was heated to 80° C. and allowed to run for 12 h. Upon cooling to room temperature, a white precipitate formed which was collected by vacuum filtration. The solid was recrystallized from acetone: hexanes to afford N4-benzyl-6-methylpyrimidine-2,4-diamine (2.33 g, 89% yield) as a white solid.

Workup

  1. temperatureUpon cooling to room temperature
  2. customa white precipitate formed which
  3. filtrationwas collected by vacuum filtration
  4. customThe solid was recrystallized from acetone

Sources & evidence

ORD record
ord-f478d1474dfd4bcd983a6d31590efe94
Source dataset
uspto-grants-2013_08
Patent number
US08513266B2

Reaction notes

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