Propylamine → HCID 20240516, compound

HRID 364236Notes

Reaction equation

HRID 364236 reaction equation
[Cl:1][C:2]1[N:7]2[C:8]([CH:11]([CH3:13])[CH3:12])=[N:9][CH:10]=[C:6]2[CH:5]=[C:4]([Cl:14])[N:3]=1.[CH2:15]([NH2:18])[CH2:16][CH3:17].[O:19]1CCOCC1>C(Cl)(Cl)Cl>[OH2:19].[ClH:1].[Cl:14][C:4]1[N:3]=[C:2]([NH:18][CH2:15][CH2:16][CH3:17])[N:7]2[C:8]([CH:11]([CH3:13])[CH3:12])=[N:9][CH:10]=[C:6]2[CH:5]=1

Participants

5

Reactant 3

HCID 7852PropylamineHCID 312751,4-DioxaneHCID 13377343HCID 13377343, compound

Product 1

HCID 20240516HCID 20240516, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a solution of 2.00 g (8.70 mmole) of 5,7-dichloro-3-isopropylimidazo[1,5-c]pyrimidine (from Example 37) in 50 ml of dioxane was added 1.15 g (19.5 mmole) of n-propylamine. The mixture was stirred for three hours. The mixture was then diluted with 75 ml of chloroform, washed with three 50 ml portions of water, dried over magnesium sulfate, and evaporated. The residue of 7-chloro-3-isopropyl-5-(n-propylamino)imidazo[1,5-c]pyrimidine was dissolved in a mixture of dioxane/diethyl ether, and hydrogen chloride gas was bubbled through. The precipitate was separated by filtration to provide white solid 7-chloro-3-isopropyl-5-(n-propylamino)imidazo[1,5-c]pyrimidine hydrochloride hydrate, m.p. 182°-184° C. Analysis: Calculated for C12H17ClN4.HCl.1/3H2O: %C, 48.8, %H, 6.4; %N, 19.0; Found; %C, 48.8; %H, 6.2; %N, 18.4.

Workup

  1. washwashed with three 50 ml portions of water
  2. dry with materialdried over magnesium sulfate
  3. customevaporated
  4. dissolutionThe residue of 7-chloro-3-isopropyl-5-(n-propylamino)imidazo[1,5-c]pyrimidine was dissolved in a mixture of dioxane/diethyl ether, and hydrogen chloride gas
  5. customwas bubbled through
  6. customThe precipitate was separated by filtration

Sources & evidence

ORD record
ord-773dbff4426843a594106360790388c6
Source dataset
uspto-grants-1986_08
Patent number
US04604466

Reaction notes

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