Pyrrolidine → HCID 21320072, compound

HRID 262116Notes

Reaction equation

HRID 262116 reaction equation
Cl.[CH3:2][C:3]1[N:8]2[CH2:9][CH2:10][N:11]=[C:7]2[CH:6]=[C:5]([Cl:12])[N:4]=1.[NH:13]1[CH2:17][CH2:16][CH2:15][CH2:14]1.C(=O)(O)[O-].[Na+]>>[ClH:12].[CH3:2][C:3]1[N:8]2[CH2:9][CH2:10][N:11]=[C:7]2[CH:6]=[C:5]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)[N:4]=1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 516892Sodium BicarbonateHCID 21320127HCID 21320127, compound

Product 1

HCID 21320072HCID 21320072, compound

Procedure

A reaction mixture was prepared from 2.0 g. of 5-methyl-7-chloro-2,3-dihydroimidazo[1,2-c]pyrimidine hydrochloride and 0.7 g. of pyrrolidine in a saturated aqueous sodium bicarbonate solution. The reaction mixture was allowed to remain at ambient temperature for about three hours, after which time the solvent was removed in vacuo. The resulting residue was heated in ethanol. Solids were separated by filtration and dilute aqueous hydrochloric acid was added to the ethanolic filtrate. The solvent was removed from the filtrate in vacuo to yield 5-methyl-7-pyrrolidino-2,3-dihydroimidazo[1,2-c]pyrimidine hydrochloride formed in the above reaction which decomposed above 245° C. after recrystallization from an ethanol-ethyl acetate solvent mixture.

Workup

  1. customA reaction mixture was prepared from 2.0 g
  2. customafter which time the solvent was removed in vacuo
  3. temperatureThe resulting residue was heated in ethanol
  4. customSolids were separated by filtration and dilute aqueous hydrochloric acid
  5. additionwas added to the ethanolic filtrate
  6. customThe solvent was removed from the filtrate in vacuo

Sources & evidence

ORD record
ord-38f9a8bdec594758984caa02aaec58b6
Source dataset
uspto-grants-1979_05
Patent number
US04153695

Reaction notes

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