Hydrochloric Acid → HCID 54588488, compound

HRID 1406321Notes

Reaction equation

HRID 1406321 reaction equation
[NH2:1][C:2]1[N:7]=[CH:6][C:5]([C:8]2[C:9]([CH3:26])=[N:10][N:11]([CH:13]3[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]3)[CH:12]=2)=[CH:4][C:3]=1[O:27][C@@H:28]([C:30]1[CH:35]=[C:34]([F:36])[CH:33]=[CH:32][C:31]=1[N:37]1[N:41]=[CH:40][CH:39]=[N:38]1)[CH3:29].Cl>CO>[F:36][C:34]1[CH:33]=[CH:32][C:31]([N:37]2[N:38]=[CH:39][CH:40]=[N:41]2)=[C:30]([C@H:28]([O:27][C:3]2[C:2]([NH2:1])=[N:7][CH:6]=[C:5]([C:8]3[C:9]([CH3:26])=[N:10][N:11]([CH:13]4[CH2:14][CH2:15][NH:16][CH2:17][CH2:18]4)[CH:12]=3)[CH:4]=2)[CH3:29])[CH:35]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86691102HCID 86691102, compound

Product 1

HCID 54588488HCID 54588488, compoundYield 65.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 4-[4-(6-amino-5-{(1R)-1-[5-fluoro-2-(2H-1,2,3-triazol-2-yl)phenyl]ethoxy}pyridin-3-yl)-3-methyl-1H-pyrazol-1-yl]piperidine-1-carboxylate (86 mg) in MeOH (1 mL) was added HCl (4N in dioxane, 0.73 mL). The mixture was stirred at RT for 1 hr. The mixture was concentrated and the residue purified by reverse phase prep-HPLC. The desired fractions were lyophillized to give the title compound (46 mg)

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue purified by reverse phase prep-HPLC

Sources & evidence

ORD record
ord-edc74cfaa2a34d3aa1429b71d47cd8f5
Source dataset
uspto-grants-2014_12
Patent number
US08916593B2

Reaction notes

Loading…