Hydrochloric Acid → HCID 118364818, compound

HRID 1478610Notes

Reaction equation

HRID 1478610 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][N:21]([C:23]5[N:28]=[CH:27][C:26]([C:29]6[CH:44]=[CH:43][C:32]([CH2:33][N:34]7[CH2:39][CH2:38][N:37]([C:40](=[O:42])[CH3:41])[CH2:36][CH2:35]7)=[CH:31][CH:30]=6)=[CH:25][N:24]=5)[CH2:20][CH2:19][O:18]4)[N:14]=[N:15][C:10]3=[N:9][CH:8]=2)[CH:4]=[N:3]1.[ClH:45]>C(Cl)Cl.O1CCOCC1>[ClH:45].[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][N:21]([C:23]5[N:24]=[CH:25][C:26]([C:29]6[CH:30]=[CH:31][C:32]([CH2:33][N:34]7[CH2:39][CH2:38][N:37]([C:40](=[O:42])[CH3:41])[CH2:36][CH2:35]7)=[CH:43][CH:44]=6)=[CH:27][N:28]=5)[CH2:20][CH2:19][O: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 118364762HCID 118364762, compound

Product 1

HCID 118364818HCID 118364818, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

(S)-1-(4-(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)benzyl)piperazin-1-yl)ethanone (58 mg, 0.084 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 purified with ether to give (S)-1-(4-(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)benzyl)piperazin-1-yl)ethanone hydrochloride (47 mg, 90%).

Workup

  1. customthe reaction mixture was purified with ether

Sources & evidence

ORD record
ord-fe6cc006592e40aa90b02b667fce6dc7
Source dataset
uspto-grants-2016_08
Patent number
US09403831B2

Reaction notes

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