Hydrochloric Acid → HCID 118364777, compound

HRID 1478601Notes

Reaction equation

HRID 1478601 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:12]=[C:11]3[N:13]([CH2:16][CH:17]4[CH2:22][CH2:21][CH2:20][N:19]([C:23]5[N:28]=[CH:27][C:26]([C:29]6[CH:33]=[CH:32][N:31]([CH:34]7[CH2:39][CH2:38][N:37](C([O-])=O)[CH2:36][CH2:35]7)[N:30]=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]>C(Cl)Cl.O1CCOCC1>[ClH:43].[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[N:12]=[C:11]3[N:13]([CH2:16][CH:17]4[CH2:22][CH2:21][CH2:20][N:19]([C:23]5[N:28]=[CH:27][C:26]([C:29]6[CH:33]=[CH:32][N:31]([CH:34]7[CH2:39][CH2:38][NH:37][CH2:36][CH2:35]7)[N:30]=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

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 131736511HCID 131736511, compound

Product 1

HCID 118364777HCID 118364777, compoundYield 75%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

4-(3-(2-(3-((6-(1-methyl-1H-pyrazol-4-yl)-1H-[1,2,3]triazolo[4,5-b]pyrazin-1-yl)methyl)piperidin-1-yl)pyrimidin-5-yl)-1H-pyrazol-1-yl)piperidine-1-carboxylate (25 mg, 0.04 mmol) was dissolved in CH2Cl2(5 ml), and then 4 N HCl in dioxane (1 ml) was added, followed by stirring at room temperature for 1 hour. After the reaction was completed, the reaction mixture was concentrated under reduced pressure, and then purified with ether, to give 6-(1-methyl-1H-pyrazol-4-yl)-1-((1-(5-(1-(piperidin-4-yl)-1H-pyrazol-3-yl)pyrimidin-2-yl)piperidin-3-yl)methyl)-1H-[1,2,3]triazolo[4,5-b]pyrazine hydrochloride (18 mg, 75%).

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. custompurified with ether

Sources & evidence

ORD record
ord-a70c16e385694fb780cdfe705715bfd9
Source dataset
uspto-grants-2016_08
Patent number
US09403831B2

Reaction notes

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