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

HRID 1278918Notes

Reaction equation

HRID 1278918 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-5b45cc7740a3470b837e5727edac013c
Source dataset
uspto-grants-2002_09
Patent number
US06444817B1

Reaction notes

Loading…