Hydrochloric Acid → 5-Methyl-2-{[(1-{[(1R,2R)-2-phenylcyclopropyl]carbonyl}piperidin-4-yl)methyl]amino}pyrimidinium chloride

HRID 1827234Notes

Reaction equation

HRID 1827234 reaction equation
[CH3:1][C:2]1[CH:3]=[N:4][C:5]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([C:16]([C@@H:18]3[CH2:20][C@H:19]3[C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[O:17])[CH2:12][CH2:11]2)=[N:6][CH:7]=1.[ClH:27].CCOCC>CCO>[Cl-:27].[CH3:1][C:2]1[CH:3]=[N:4][C:5]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][N:13]([C:16]([C@@H:18]3[CH2:20][C@H:19]3[C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)=[O:17])[CH2:12][CH2:11]2)=[NH+:6][CH:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 586353355-methyl-2-{[(1-{[(1R,2R)-2-phenylcyclopropyl]carbonyl}piperidin-4-yl)methyl]amino}pyrimidine

Product 1

HCID 694156885-Methyl-2-{[(1-{[(1R,2R)-2-phenylcyclopropyl]carbonyl}piperidin-4-yl)methyl]amino}pyrimidinium chloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-Methyl-2-{[(1-{[(1R,2R)-2-phenylcyclopropyl]carbonyl}piperidin-4-yl)methyl]amino}pyrimidine (6.81 g, 19.4 mmol) (EXAMPLE 145) was dissolved in EtOH (400 mL) and 1 M HCl in ether (19.4 mL, 19.4 mmol) added. The solution was then concentrated and the residue was crystallized from 30% 2-propanol in ether (100 mL) to give the title compound. Melting Point 157.5° C. M.S. (M+1): 351.

Workup

  1. concentrationThe solution was then concentrated
  2. customthe residue was crystallized from 30% 2-propanol in ether (100 mL)

Sources & evidence

ORD record
ord-c47492f1210a47f2b564331e3d153d4f
Source dataset
uspto-grants-2006_05
Patent number
US07053089B2

Reaction notes

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