Triethylamine → HCID 12671194, compound

HRID 435976Notes

Reaction equation

HRID 435976 reaction equation
Cl[C:2]1[N:7]2[N:8]=[CH:9][N:10]=[C:6]2[N:5]=[C:4]([CH3:11])[C:3]=1[CH2:12][CH2:13]Cl.Cl.[CH2:16]([NH2:20])[CH2:17][CH2:18][CH3:19].C(N(CC)CC)C>C(O)C>[CH2:16]([N:20]1[C:2]2[N:7]3[N:8]=[CH:9][N:10]=[C:6]3[N:5]=[C:4]([CH3:11])[C:3]=2[CH2:12][CH2:13]1)[CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 36386487-chloro-6-(2-chloroethyl)-5-methyl[1,2,4]triazolo[1,5-a]pyrimidineHCID 64324001-Butanamine, hydrochloride (1:1)

Product 1

HCID 12671194HCID 12671194, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2g of 7-chloro-6-(2-chloroethyl)-5-methyl-s-triazolo[1,5-a]pyrimidine, 0.95g of n-butylamine hydrochloride, 4 ml of triethylamine and 20 ml of ethanol was stirred under reflux for 1 hour. The reaction mixture was then concentrated under reduced pressure and the residue was dissolved in chloroform and purified by an column chromatography of alumina. The crystals thus obtained were recrystallized from isopropyl ether affording 1.35g of pale yellow needles of m.p. 72° - 75° C.

Workup

  1. temperatureunder reflux for 1 hour
  2. concentrationThe reaction mixture was then concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in chloroform
  4. custompurified by an column chromatography of alumina
  5. customThe crystals thus obtained
  6. customwere recrystallized from isopropyl ether affording 1.35g of pale yellow needles of m.p. 72° - 75° C.

Sources & evidence

ORD record
ord-ef398a7d0cf74e24860472c66a5b7f2e
Source dataset
uspto-grants-1977_02
Patent number
US04007189

Reaction notes

Loading…