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

HRID 1351596Notes

Reaction equation

HRID 1351596 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 1M 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.

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-7cc82344f7d5484988f3f5eff719132d
Source dataset
uspto-grants-2007_05
Patent number
US07217716B2

Reaction notes

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