Hydrogen chloride-ethyl acetate → 2-tert-butyl-N-{(3S,5R)-5-[(4-methoxypiperidin-1-yl)carbonyl]piperidin-3-yl}-4-[(3-methoxypropyl)amino]-N-(2-methylpropyl)pyrimidine-5-carboxamide dihydrochloride

HRID 2192868Notes

Reaction equation

HRID 2192868 reaction equation
[C:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][CH2:14][O:15][CH3:16])[C:8]([C:17]([N:19]([CH2:43][CH:44]([CH3:46])[CH3:45])[C@H:20]2[CH2:25][C@@H:24]([C:26]([N:28]3[CH2:33][CH2:32][CH:31]([O:34][CH3:35])[CH2:30][CH2:29]3)=[O:27])[CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21]2)=[O:18])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].C(OCC)(=O)C.[ClH:53]>C(OCC)(=O)C>[ClH:53].[ClH:53].[C:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][CH2:14][O:15][CH3:16])[C:8]([C:17]([N:19]([C@H:20]2[CH2:25][C@@H:24]([C:26]([N:28]3[CH2:33][CH2:32][CH:31]([O:34][CH3:35])[CH2:30][CH2:29]3)=[O:27])[CH2:23][NH:22][CH2:21]2)[CH2:43][CH:44]([CH3:46])[CH3:45])=[O:18])=[CH:7][N:6]=1)([CH3:3])([CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59625327tert-butyl (3S,5R)-3-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]-5-[(4-methoxypiperidin-1-yl)carbonyl]piperidine-1-carboxylate

Product 1

HCID 684328672-tert-butyl-N-{(3S,5R)-5-[(4-methoxypiperidin-1-yl)carbonyl]piperidin-3-yl}-4-[(3-methoxypropyl)amino]-N-(2-methylpropyl)pyrimidine-5-carboxamide dihydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

tert-Butyl (3S,5R)-3-[({2-tert-butyl-4-[(3-methoxypropyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]-5-[(4-methoxypiperidin-1-yl)carbonyl]piperidine-1-carboxylate (65 mg) was dissolved in ethyl acetate (5 ml), 4 N hydrogen chloride-ethyl acetate solution (7 ml) was added, and the mixture was stirred at room temperature for 1 hr. The solvent was evaporated under reduced pressure, and the residue was dried under reduced pressure to give the object compound (57 mg).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-10d8debf53f6449fb1d08cf5328c3672
Source dataset
uspto-grants-2012_12
Patent number
US08329691B2

Reaction notes

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