Hydrochloric Acid → HCID 118364766, compound

HRID 1478616Notes

Reaction equation

HRID 1478616 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[CH2:22][CH2:21][CH2:20][N:19]([C:23]5[N:28]=[CH:27][C:26]([C:29]6[CH:34]=[CH:33][C:32]([C:35]([N:37]7[CH2:42][CH2:41][N:40]([CH3:43])[CH2:39][CH2:38]7)=[O:36])=[CH:31][CH: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:44]>C(Cl)Cl.O1CCOCC1>[ClH:44].[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[CH2:22][CH2:21][CH2:20][N:19]([C:23]5[N:24]=[CH:25][C:26]([C:29]6[CH:30]=[CH:31][C:32]([C:35]([N:37]7[CH2:38][CH2:39][N:40]([CH3:43])[CH2:41][CH2:42]7)=[O:36])=[CH:33][CH:34]=6)=[CH:27][N:28]=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 118364767HCID 118364767, compound

Product 1

HCID 118364766HCID 118364766, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(S)-(4-(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)phenyl)(4-methylpiperazin-1-yl)methanone (48 mg, 0.083 mmol) was dissolved in CH2Cl2 (5 ml), and 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 purified with ether to give (S)-(4-(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)phenyl)(4-methylpiperazin-1-yl)methanone hydrochloride (46 mg, 90%).

Workup

  1. customthe reaction mixture was purified with ether

Sources & evidence

ORD record
ord-4c658738dc2c4a58b5df45733f11f097
Source dataset
uspto-grants-2016_08
Patent number
US09403831B2

Reaction notes

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