Hydrochloric Acid → 2-Amino-3-[4-(5-methoxy-2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-phenyl]-propionic acid methyl ester

HRID 1435943Notes

Reaction equation

HRID 1435943 reaction equation
[NH2:1][C@@H:2]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13]2[C:14](=[O:22])[N:15]([CH3:21])[N:16]=[CH:17][C:18]=2[O:19][CH3:20])=[CH:9][CH:8]=1)[C:3]([OH:5])=[O:4].[CH3:23]OC(OC)(C)C.Cl>CO.O1CCOCC1>[CH3:23][O:4][C:3](=[O:5])[CH:2]([NH2:1])[CH2:6][C:7]1[CH:8]=[CH:9][C:10]([C:13]2[C:14](=[O:22])[N:15]([CH3:21])[N:16]=[CH:17][C:18]=2[O:19][CH3:20])=[CH:11][CH:12]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 64952,2-DimethoxypropaneHCID 11536782(S)-2-Amino-3-[4-(5-methoxy-2-methyl-3-oxo-2,3-di hydro-pyridazin-4-yl)-phenyl]-propionic acid

Product 1

HCID 690778032-Amino-3-[4-(5-methoxy-2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-phenyl]-propionic acid methyl ester

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

2-(S)-Amino-3-[4-(5-methoxy-2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-phenyl]-propionic acid (0.40 g, 1.0 mmol) was dissolved in MeOH (2.6 mL). Dimethoxypropane (0.26 mL) and 1N HCl in dioxane (0.33 mL) were added and stirred at room temperature for 24 h. The mixture was concentrated in vacuo to give 2-Amino-3-[4-(5-methoxy-2-methyl-3-oxo-2,3-dihydro-pyridazin-4-yl)-phenyl]-propionic acid methyl ester. MS (ES+) 318.

Workup

  1. concentrationThe mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-fefe75b7ab6e4f26b6cf7267ccd86610
Source dataset
uspto-grants-2009_11
Patent number
US07618983B2

Reaction notes

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