Hydrochloric Acid → HCID 57599591, compound

HRID 1787691Notes

Reaction equation

HRID 1787691 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-8743ace4140543c696c4fc726ad687bf
Source dataset
uspto-grants-2009_03
Patent number
US07511035B2

Reaction notes

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