Hydrochloric Acid → HCID 56847163, compound

HRID 1847623Notes

Reaction equation

HRID 1847623 reaction equation
[N:1]1[C:10]2[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][C:5]=2[CH:4]=[C:3]([C:18]([O:20][CH3:21])=[O:19])[CH:2]=1.[ClH:22]>>[ClH:22].[N:1]1[C:10]2[CH2:9][CH2:8][NH:7][CH2:6][C:5]=2[CH:4]=[C:3]([C:18]([O:20][CH3:21])=[O:19])[CH:2]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 66778546HCID 66778546, compound

Product 1

HCID 56847163HCID 56847163, compoundYield 117.2%

Procedure

To a flask was added 6-tert-butyl 3-methyl 7,8-dihydro-1,6-naphthyridine-3,6(5H)-dicarboxylate (1.79 g, 6.12 mmol) and hydrochloric acid (23.0 mL, 91.8 mmol, 4.0 M in 1,4-dioxane). The mixture was stirred at rt for 1 h. The solvent was completely evaporated to yield methyl 5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylate hydrochloride (1.64 g, 100%). LC-MS: (FA) ES+ 193.

Workup

  1. customThe solvent was completely evaporated

Sources & evidence

ORD record
ord-da8bb37f68494c75affba54565a03ab1
Source dataset
uspto-grants-2015_02
Patent number
US08952163B2

Reaction notes

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