Hydrochloric Acid → HCID 57599591, compound

HRID 2356335Notes

Reaction equation

HRID 2356335 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[N:13]1[CH2:18][CH2:17][N:16]([CH2:19][CH2:20][NH:21]C(=O)OC(C)(C)C)[CH2:15][C:14]1=[O:29].Cl.O1CCOCC1>CO>[NH2:21][CH2:20][CH2:19][N:16]1[CH2:17][CH2:18][N:13]([C:6]2[C:5]3[C:10](=[CH:11][CH:12]=[C:3]([O:2][CH3:1])[N:4]=3)[N:9]=[CH:8][CH:7]=2)[C:14](=[O:29])[CH2:15]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 57599578HCID 57599578, compound

Product 1

HCID 57599591HCID 57599591, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1,1-dimethylethyl (2-{4-[6-(methyloxy)-1,5-naphthyridin-4-yl]-3-oxo-1-piperazinyl}ethyl)carbamate (1.5 g, 3.74 mmol) in MeOH (19 mL) at 25° C. was added dropwise, a solution of HCl in dioxane (6.5 mL, 26.18 mmol, 4M HCl in dioxane). After 12 h, the solution was concentrated and the residue neutralized with excess MP carbonate resin affording the free amine (1.1 mg, 98%) as a red oil which was used without further purification: LCMS (ES) m/e 302 (M+H)+.

Workup

  1. concentrationthe solution was concentrated

Sources & evidence

ORD record
ord-c6a46aa8beab4bd5ac8e0bbd78992522
Source dataset
uspto-grants-2010_07
Patent number
US07759340B2

Reaction notes

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