Hydrochloric Acid → 3-[6-(Dimethylamino)-4-methylpyridin-3-yl]-2,5-dimethyl-N,N-dipropylpyrazolo[1,5-a]pyrimidin-7-amine--hydrogen chloride (1/1)

HRID 1791160Notes

Reaction equation

HRID 1791160 reaction equation
[CH3:1][N:2]([CH3:28])[C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:10]([CH3:26])=[N:11][N:12]3[C:17]([N:18]([CH2:22][CH2:23][CH3:24])[CH2:19][CH2:20][CH3:21])=[CH:16][C:15]([CH3:25])=[N:14][C:13]=23)=[C:5]([CH3:27])[CH:4]=1.[ClH:29]>C(OCC)C.C(Cl)Cl>[ClH:29].[CH3:28][N:2]([CH3:1])[C:3]1[N:8]=[CH:7][C:6]([C:9]2[C:10]([CH3:26])=[N:11][N:12]3[C:17]([N:18]([CH2:19][CH2:20][CH3:21])[CH2:22][CH2:23][CH3:24])=[CH:16][C:15]([CH3:25])=[N:14][C:13]=23)=[C:5]([CH3:27])[CH:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric Acid2×HCID 9821250NBI-307752×

Product 1

HCID 220293523-[6-(Dimethylamino)-4-methylpyridin-3-yl]-2,5-dimethyl-N,N-dipropylpyrazolo[1,5-a]pyrimidin-7-amine--hydrogen chloride (1/1)Yield 98%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 6344DichloromethaneSolvent

Procedure

Compound 53 was also converted to its hydrochloric acid addition salt by dissolving compound 53 (8.1 g) in a mixture of diethyl ether (150 ml) and DCM (50 ml) and treating said mixture with HCl in diethyl ether (1 M, 21.3 ml) dropwise with stirring. The resulting off-white solid was collected by filtration, yielding 8.7 g (98%) of 3-[6-(dimethylamino)-4-methyl-3-pyridinyl]-2,5-dimethyl-N,N-dipropyl-pyrazolo[2,3-a]pyrimidin-7-amine monohydrochloride.

Workup

  1. additiontreating
  2. filtrationThe resulting off-white solid was collected by filtration

Sources & evidence

ORD record
ord-6e017777e7694321af7690a84d3c006f
Source dataset
uspto-grants-2006_07
Patent number
US07074797B2

Reaction notes

Loading…