1,4-Dioxane hydrochloride → 182287-56-5

HRID 2184228Notes

Reaction equation

HRID 2184228 reaction equation
C([N:8]1[CH:13]=[C:12]([CH2:14][NH2:15])[CH:11]=[N:10][CH:9]1[C:16]#[N:17])(OC(C)(C)C)=O.O1CCOCC1.[ClH:24]>O1CCOCC1>[ClH:24].[NH2:15][CH2:14][C:12]1[CH:13]=[N:8][C:9]([C:16]#[N:17])=[N:10][CH:11]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 69793868HCID 69793868, compound

Product 1

HCID 22476050182287-56-5

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1 Eq. of N-Boc-5-aminomethyl-2-cyanopyrimidine was introduced into dioxane at RT and, after addition of dioxane/HCl (5M), stirred at RT for 3 h. After conversion of the precursor was complete (TLC check: mobile phase A), the reaction mixture was concentrated and poured into ether. The precipitated solid was filtered off with suction, again dissolved in MeOH and poured into ether. The product was filtered off with suction and dried under high vacuum to afford 89% of the theoretical yield of 5-aminomethyl-2-cyanopyrimidine hydrochloride. FAB-MS (M+)=134

Workup

  1. concentrationthe reaction mixture was concentrated
  2. additionpoured into ether
  3. filtrationThe precipitated solid was filtered off with suction
  4. dissolutionagain dissolved in MeOH
  5. additionpoured into ether
  6. filtrationThe product was filtered off with suction
  7. customdried under high vacuum

Sources & evidence

ORD record
ord-7bd932123ed94ed5bc9c20923a571e3d
Source dataset
uspto-grants-2005_05
Patent number
US06900319B2

Reaction notes

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