Hydrochloric Acid → HCID 136342536, compound

HRID 412307Notes

Reaction equation

HRID 412307 reaction equation
[NH2:1][C:2]([CH:4]1[C:13](=[O:14])[NH:12][C:11]2[N:10]=[C:9]([C:15]3[C:20]([O:21]CC4C=CC(OC)=CC=4)=[CH:19][CH:18]=[CH:17][C:16]=3[O:31][CH2:32][CH:33]3[CH2:35][CH2:34]3)[CH:8]=[C:7]([CH:36]3[CH2:41][CH2:40][N:39](C(OC(C)(C)C)=O)[CH2:38][CH2:37]3)[C:6]=2[CH2:5]1)=[O:3].[ClH:49]>O1CCOCC1>[ClH:49].[CH:33]1([CH2:32][O:31][C:16]2[CH:17]=[CH:18][CH:19]=[C:20]([OH:21])[C:15]=2[C:9]2[N:10]=[C:11]3[C:6]([CH2:5][CH:4]([C:2]([NH2:1])=[O:3])[C:13](=[O:14])[NH:12]3)=[C:7]([CH:36]3[CH2:37][CH2:38][NH:39][CH2:40][CH2:41]3)[CH:8]=2)[CH2:34][CH2:35]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 10305070HCID 10305070, compound

Product 1

HCID 136342536HCID 136342536, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of tert-butyl 4-(6-(aminocarbonyl)-2-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}-7-oxo-5,6,7,8-tetrahydro-1,8-naphthyridin-4-yl)-1-piperidinecarboxylate (0.120 g, 0.187 mmol) in 1,4-dioxane (3 mL) was added 4N HCl in dioxane (1 mL). The mixture was stirred at room temperature for 2 hrs. The resulted precipitate was collected by filtration, washed with acetonitrile, and dried under reduced pressure to give 7-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-2-oxo-5-(4-piperidinyl)-1,2,3,4-tetrahydro-1,8-naphthyridine-3-carboxamide hydrochloride. (0.080 g, yield 90%)

Workup

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

Sources & evidence

ORD record
ord-40f6ccb3dd2940c3ae0d9e874869b57c
Source dataset
uspto-grants-2003_05
Patent number
US06562811B1

Reaction notes

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