Ethyl Acetate → HCID 68588862, compound

HRID 2104438Notes

Reaction equation

C(OC([N:8]1[CH2:17][CH2:16][C:15]2[N:14]=[C:13]([C:18]#[N:19])[CH:12]=[CH:11][C:10]=2[CH2:9]1)=O)(C)(C)C.[ClH:20].O1CCOCC1.C(OCC)(=O)C>C(Cl)Cl>[ClH:20].[N:14]1[C:15]2[CH2:16][CH2:17][NH:8][CH2:9][C:10]=2[CH:11]=[CH:12][C:13]=1[C:18]#[N:19]

Participants

Conditions

Temperature: 40 °C

Procedure

2-Cyano-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid tert-butyl ester (WO00/09480) (3.74 g) was dissolved in methylene chloride (5.0 mL). 4N HCl-dioxane solution (14 mL) was added thereto. The resultant mixture was stirred at room temperature for 65 minutes, and stirred at 40° C. for 40 minutes. 4N HCl-dioxane solution (8 mL) was further added to the reaction mixture, followed by stirring at 45° C. for 75 minutes. Ethyl acetate was added to the reaction mixture, and the precipitated powder was recovered by filtration, to thereby give the title compound (3.20 g) as a colorless powder.

Workup

stirringby stirring at 45° C. for 75 minutes
filtrationthe precipitated powder was recovered by filtration

Sources & evidence

ORD record: ord-3670fca1fb4f44d287035f669f19b2c9
Source dataset: uspto-grants-2009_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07576135B2

Reaction notes

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