Hydrochloric Acid → Methyl 2-(isopropylamino)pyrimidine-5-carboxylate

HRID 862708노트

반응식

HRID 862708 반응식
S(O)(O)(=O)=O.[CH:6]([NH:9][C:10]([NH2:12])=[NH:11])([CH3:8])[CH3:7].N1C[CH2:16][CH2:15][CH2:14]1.[CH3:18][O:19]C(C=O)C=O.Cl.[CH3:26][OH:27]>C(OCC)(=O)C>[CH:6]([NH:9][C:10]1[N:12]=[CH:16][C:15]([C:26]([O:19][CH3:18])=[O:27])=[CH:14][N:11]=1)([CH3:8])[CH3:7]

참가 물질

7

반응물 5

HCID 313Hydrochloric AcidHCID 887MethanolHCID 31268PyrrolidineHCID 21301831MethoxymalonaldehydeHCID 178457611HCID 178457611, 화합물

생성물 1

HCID 19698832Methyl 2-(isopropylamino)pyrimidine-5-carboxylate

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 11.62 g (77.5 mmol) of isopropyl-guanidine hydrogen sulfate, 32 ml (5 eq; 0.37 mol) of freshly distilled pyrrolidine in 230 ml of anhydrous methanol is refluxed for twenty minutes. A methanolic solution (60 ml) of methoxymalonaldehyde (1 eq; 77.5 mmol; 10 g) is added to the above solution at 0° C. as well as 140 g of molecular sieve (4 A°). The reaction medium is stirred under argon and under reflux for 24 hours. The molecular sieves are removed by filtration and then rinsed with methanol. Evaporation of the filtrate gives a residue which is taken up with ethyl acetate and then acidified with a 1N hydrochloric acid solution. The organic phases are washed with a saturated sodium chloride solution, dried over sodium sulfate, evaporated and purified on silica gel under 200 mb (eluent: 50 ethyl acetate/50 heptane).

후처리

  1. temperatureis refluxed for twenty minutes
  2. temperatureunder reflux for 24 hours
  3. customThe molecular sieves are removed by filtration
  4. washrinsed with methanol
  5. customEvaporation of the filtrate
  6. customgives a residue which
  7. washThe organic phases are washed with a saturated sodium chloride solution
  8. dry with materialdried over sodium sulfate
  9. customevaporated
  10. custompurified on silica gel under 200 mb (eluent: 50 ethyl acetate/50 heptane)

출처 및 근거

ORD 기록
ord-0dbe75873de14105aca8d34962da0e3b
출처 데이터셋
uspto-grants-1998_02
특허 번호
US05719187

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