Hydrochloric Acid → HCID 67959033, compound

HRID 2279065Notes

Reaction equation

HRID 2279065 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]2[N:13]3[N:14]=[C:15]([NH:18][C@@H:19]4[CH2:24][CH2:23][CH2:22][N:21](C(OC(C)(C)C)=O)[CH2:20]4)[CH:16]=[CH:17][C:12]3=[N:11][CH:10]=2)=[CH:7][CH:6]=[CH:5][N:4]=1.Cl>CO.C(=O)([O-])O.[Na+]>[CH3:1][O:2][C:3]1[C:8]([C:9]2[N:13]3[N:14]=[C:15]([NH:18][C@@H:19]4[CH2:24][CH2:23][CH2:22][NH:21][CH2:20]4)[CH:16]=[CH:17][C:12]3=[N:11][CH:10]=2)=[CH:7][CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86702326HCID 86702326, compound

Product 1

HCID 67959033HCID 67959033, compoundYield 102.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 516892Sodium BicarbonateSolvent

Procedure

A mixture of tert-butyl (3R)-3-{[3-(2-methoxypyridin-3-yl)imidazo[1,2-b]pyridazin-6-yl]-amino}piperidine-1-carboxylate (Preparation 3a, 0.1 g, 0.24 mmol) and a solution of hydrogen chloride in methanol (1.25 N solution, 4 mL) was stirred at ambient temperature for 5 hours. The reaction mixture was then carefully diluted with aqueous saturated sodium hydrogencarbonate solution and extracted with dichloromethane (×3). The organic layer was dried eluting through a Phase Separator® membrane and the solvent removed under reduced pressure to yield the title compound (0.08 g, 98%) as a yellow solid.

Workup

  1. extractionextracted with dichloromethane (×3)
  2. customThe organic layer was dried
  3. washeluting through a Phase Separator® membrane
  4. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-7aa98fa36f9244c9ab31b2772bbc3e82
Source dataset
uspto-grants-2015_09
Patent number
US09133200B2

Reaction notes

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