5-(2,6-Dimorpholinopyrimidin-4-yl)-4-(trifluoromethyl)pyridin-2-amine hydrochloride hydrate → Buparlisib Hydrochloride

HRID 709532Notes

Reaction equation

HRID 709532 reaction equation
[ClH:1].O.[N:3]1([C:9]2[N:14]=[C:13]([C:15]3[C:16]([C:22]([F:25])([F:24])[F:23])=[CH:17][C:18]([NH2:21])=[N:19][CH:20]=3)[CH:12]=[C:11]([N:26]3[CH2:31][CH2:30][O:29][CH2:28][CH2:27]3)[N:10]=2)[CH2:8][CH2:7][O:6][CH2:5][CH2:4]1>C(OC(C)C)(=O)C>[ClH:1].[N:3]1([C:9]2[N:14]=[C:13]([C:15]3[C:16]([C:22]([F:25])([F:23])[F:24])=[CH:17][C:18]([NH2:21])=[N:19][CH:20]=3)[CH:12]=[C:11]([N:26]3[CH2:27][CH2:28][O:29][CH2:30][CH2:31]3)[N:10]=2)[CH2:4][CH2:5][O:6][CH2:7][CH2:8]1

Participants

3

Reactant 1

HCID 668340295-(2,6-Dimorpholinopyrimidin-4-yl)-4-(trifluoromethyl)pyridin-2-amine hydrochloride hydrate

Product 1

HCID 66577015Buparlisib Hydrochloride

Reagents, catalysts & solvents 1

HCID 7915Isopropyl AcetateSolvent

Procedure

40 mg of 5-(2,6-Di-4-morpholinyl-4-pyrimidinyl)-4-(trifluoromethyl)pyridin-2-amine monohydrate monohydrochloride of Example 6 is equilibrated in 0.5 mL isopropyl acetate in a vial at 25° C.±0.1 for 24 hours equilibration time (with constant agitation). The resulting solids are collected by filtration, air-dried to remove residual excess solvent and then analyzed by X-ray powder diffraction to yield Polymorph Form SC of the monohydrochloride salt of the compound of Formula A.

Workup

  1. customvial at 25° C.
  2. customfor 24 hours
  3. filtrationThe resulting solids are collected by filtration
  4. customair-dried
  5. customto remove residual excess solvent

Sources & evidence

ORD record
ord-ecadb65daa5f43f7b9c0d94bd7928d22
Source dataset
uspto-grants-2015_11
Patent number
US09181215B2

Reaction notes

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