Hydrochloric Acid → HCID 136342488, compound

HRID 412305Notes

Reaction equation

HRID 412305 reaction equation
[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([O:12]CC3C=CC(OC)=CC=3)[C:7]=2[C:22]2[CH:31]=[C:30]([CH:32]3[CH2:37][CH2:36][CH2:35][N:34](C(OC(C)(C)C)=O)[CH2:33]3)[C:29]3[CH:28]=[CH:27][C:26](=[O:45])[NH:25][C:24]=3[N:23]=2)[CH2:3][CH2:2]1.[ClH:46]>O1CCOCC1.C(OCC)(=O)C>[ClH:46].[CH:1]1([CH2:4][O:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([OH:12])[C:7]=2[C:22]2[N:23]=[C:24]3[C:29]([CH:28]=[CH:27][C:26](=[O:45])[NH:25]3)=[C:30]([CH:32]3[CH2:37][CH2:36][CH2:35][NH:34][CH2:33]3)[CH:31]=2)[CH2:2][CH2:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22258978HCID 22258978, compound

Product 1

HCID 136342488HCID 136342488, compoundYield 80%

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of tert-butyl 3-(2-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}-7-oxo-7,8-dihydro-1,8-naphthyridin-4-yl)-1-piperidine-carboxylate (0.260 g, 0.425 mmol) in 1,4-dioxane (2 mL) was added 4 N HCl in dioxane (2 mL). The mixture was stirred at room temperature overnight, and diluted with ethyl acetate. The resulting precipitate was collected by filtration, washed with ethanol, and dried under reduced pressure to give 7-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-5-(3-piperidinyl)-1,8-naphthyridin-2(1H)-one hydrochloride as a yellow solid (0.146 g, 80%).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with ethanol
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-597d7ca115214c02b81c6266fc0a7555
Source dataset
uspto-grants-2003_05
Patent number
US06562811B1

Reaction notes

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