Hydrochloric Acid → (S)-2-(4-(2-(2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)morpholino)pyrimidin-5-yl)-1H-pyrazol-1-yl)ethanol hydrochloride

HRID 1478570Notes

Reaction equation

HRID 1478570 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:12]=[C:11]3[N:13]([CH2:16][C@H:17]4[O:22][CH2:21][CH2:20][N:19]([C:23]5[N:28]=[CH:27][C:26]([C:29]6[CH:30]=[N:31][N:32]([CH2:34][CH2:35][O:36]C7CCCCO7)[CH:33]=6)=[CH:25][N:24]=5)[CH2:18]4)[N:14]=[N:15][C:10]3=[N:9][CH:8]=2)[CH:4]=[N:3]1.[ClH:43]>O1CCOCC1>[ClH:43].[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:12]=[C:11]3[N:13]([CH2:16][C@@H:17]4[CH2:18][N:19]([C:23]5[N:24]=[CH:25][C:26]([C:29]6[CH:30]=[N:31][N:32]([CH2:34][CH2:35][OH:36])[CH:33]=6)=[CH:27][N:28]=5)[CH2:20][CH2:21][O:22]4)[N:14]=[N:15][C:10]3=[N:9][CH:8]=2)[CH:4]=[N:3]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 118364842(2S)-2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)-4-(5-(1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-pyrazol-4-yl)pyrimidin-2-yl)morpholine

Product 1

HCID 118364746(S)-2-(4-(2-(2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)morpholino)pyrimidin-5-yl)-1H-pyrazol-1-yl)ethanol hydrochlorideYield 89%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

(2S)-2-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)-4-(5-(1-(2-(tetrahydro-2H-pyran-2-yloxy)ethyl)-1H-pyrazol-4-yl)pyrimidin-2-yl)morpholine 290 mg (0.51 mmol) was dissolved in MC 20 ml, and 4 M HCl in dioxane 2 ml was added. The mixture was stirred at room temperature overnight, and when the reaction was completed, the reaction mixture was concentrated under reduced pressure. MC and 4 M HCl in dioxane were removed, and ether was added to precipitate a solid, followed by decanting, to give a product 236 mg (89%).

Workup

  1. additionwas added
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. customMC and 4 M HCl in dioxane were removed
  4. additionether was added
  5. customto precipitate a solid
  6. customby decanting

Sources & evidence

ORD record
ord-1b34ec85b02a44248c16945f31dccc69
Source dataset
uspto-grants-2016_08
Patent number
US09403831B2

Reaction notes

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