Hydrogen chloride-ethyl acetate → 2-tert-butyl-N-(2-methylpropyl)-N-[(3S,5R)-5-(morpholin-4-ylcarbonyl)piperidin-3-yl]-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidine-5-carboxamide dihydrochloride

HRID 2192799Notes

Reaction equation

HRID 2192799 reaction equation
[C:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][C:13]2[O:14][CH:15]=[CH:16][N:17]=2)[C:8]([C:18]([N:20]([CH2:42][CH:43]([CH3:45])[CH3:44])[C@H:21]2[CH2:26][C@@H:25]([C:27]([N:29]3[CH2:34][CH2:33][O:32][CH2:31][CH2:30]3)=[O:28])[CH2:24][N:23](C(OC(C)(C)C)=O)[CH2:22]2)=[O:19])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2].C(OCC)(=O)C.[ClH:52]>>[ClH:52].[ClH:52].[C:1]([C:5]1[N:10]=[C:9]([NH:11][CH2:12][C:13]2[O:14][CH:15]=[CH:16][N:17]=2)[C:8]([C:18]([N:20]([CH2:42][CH:43]([CH3:45])[CH3:44])[C@H:21]2[CH2:26][C@@H:25]([C:27]([N:29]3[CH2:30][CH2:31][O:32][CH2:33][CH2:34]3)=[O:28])[CH2:24][NH:23][CH2:22]2)=[O:19])=[CH:7][N:6]=1)([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 59625495tert-butyl (3S,5R)-3-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate

Product 1

HCID 686723302-tert-butyl-N-(2-methylpropyl)-N-[(3S,5R)-5-(morpholin-4-ylcarbonyl)piperidin-3-yl]-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidine-5-carboxamide dihydrochloride

Procedure

tert-Butyl (3S,5R)-3-[({2-tert-butyl-4-[(1,3-oxazol-2-ylmethyl)amino]pyrimidin-5-yl}carbonyl)(2-methylpropyl)amino]-5-(morpholin-4-ylcarbonyl)piperidine-1-carboxylate (108 mg) was dissolved in 2 M hydrogen chloride-ethyl acetate (2 ml), and the mixture was stirred at room temperature for 16 hr. The reaction mixture was concentrated, ethyl acetate was added and the precipitate was collected by filtration and washed with ethyl acetate to give the object compound (85 mg).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additionethyl acetate was added
  3. filtrationthe precipitate was collected by filtration
  4. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-17e72f75733340668e704fc6aa713530
Source dataset
uspto-grants-2012_12
Patent number
US08329691B2

Reaction notes

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