Hydrochloric Acid → 2-(2-(1-(6-amino-5-(1H-pyrazol-4-yl)pyrimidin-4-yl)piperidin-4-yl)-4-(4-fluoro-3-methylphenyl)-1H-imidazol-1-yl)ethanol

HRID 2284057Notes

Reaction equation

HRID 2284057 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[CH:9]=[N:10][N:11](C(OC(C)(C)C)=O)[CH:12]=2)=[C:6]([N:20]2[CH2:25][CH2:24][CH:23]([C:26]3[N:27]([CH2:39][CH2:40][OH:41])[CH:28]=[C:29]([C:31]4[CH:36]=[CH:35][C:34]([F:37])=[C:33]([CH3:38])[CH:32]=4)[N:30]=3)[CH2:22][CH2:21]2)[N:5]=[CH:4][N:3]=1.Cl>CO.O1CCOCC1>[NH2:1][C:2]1[N:3]=[CH:4][N:5]=[C:6]([N:20]2[CH2:25][CH2:24][CH:23]([C:26]3[N:27]([CH2:39][CH2:40][OH:41])[CH:28]=[C:29]([C:31]4[CH:36]=[CH:35][C:34]([F:37])=[C:33]([CH3:38])[CH:32]=4)[N:30]=3)[CH2:22][CH2:21]2)[C:7]=1[C:8]1[CH:12]=[N:11][NH:10][CH:9]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 894427674-(4-amino-6-{4-[4-(4-fluoro-3-methyl-phenyl)-1-(2-hydroxy-ethyl)-1H-imidazol-2-yl]-piperidin-1-yl}-pyrimidin-5-yl)-pyrazole-1-carboxylic acid tert-butyl ester

Product 1

HCID 894453802-(2-(1-(6-amino-5-(1H-pyrazol-4-yl)pyrimidin-4-yl)piperidin-4-yl)-4-(4-fluoro-3-methylphenyl)-1H-imidazol-1-yl)ethanol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-butyl 4-(4-amino-6-(4-(4-(4-fluoro-3-methylphenyl)-1-(2-hydroxyethyl)-1H-imidazol-2-yl)piperidin-1-yl)pyrimidin-5-yl)-1H-pyrazole-1-carboxylate (10.00 mg; 0.02 mmol) in 0.5 ml methanol was added 0.5 ml 4.0M HCl in dioxane, stirred at RT for 3 hrs, showed clean desired by LC-MS. Removed off solvent, got white solid as title compound. LC-MS: (M+1=463, obsd.=463).

Workup

  1. customRemoved off solvent

Sources & evidence

ORD record
ord-24e46b7cc218487f8b90182fb5778c7c
Source dataset
uspto-grants-2015_09
Patent number
US09145392B2

Reaction notes

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