Hydrochloric Acid → HCID 46908483, compound

HRID 1961458Notes

Reaction equation

HRID 1961458 reaction equation
O1[C:5]2([CH2:10][CH2:9][CH:8]([C:11]3[CH:31]=[CH:30][C:14]([CH2:15][NH:16][C:17]([C:19]4[C:20]([CH3:29])=[N:21][C:22]5[C:27]([CH:28]=4)=[CH:26][CH:25]=[CH:24][N:23]=5)=[O:18])=[CH:13][CH:12]=3)[CH2:7][CH2:6]2)[O:4]CC1.Cl>C1COCC1.C([O-])(O)=O.[Na+]>[CH3:29][C:20]1[C:19]([C:17]([NH:16][CH2:15][C:14]2[CH:13]=[CH:12][C:11]([CH:8]3[CH2:9][CH2:10][C:5](=[O:4])[CH2:6][CH2:7]3)=[CH:31][CH:30]=2)=[O:18])=[CH:28][C:27]2[C:22](=[N:23][CH:24]=[CH:25][CH:26]=2)[N:21]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 46908482HCID 46908482, compound

Product 1

HCID 46908483HCID 46908483, compoundYield 88%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 516892Sodium BicarbonateSolvent

Procedure

N-(4-(1,4-Dioxaspiro[4.5]decan-8-yl)benzyl)-2-methyl-1,8-naphthyridine-3-carboxamide (35.9 mg, 0.086 mmol) was dissolved in THF (1 ml). Aqueous HCl (1 ml, 1M) was added and the reaction was stirred at room temp for 18 hours. Reaction was then diluted with NaHCO3 (10 ml, sat aq) and extracted with EtOAc (2*15 ml). Combined organics were dried over MgSO4 and evaporated to give 25 mg (88%) of title compound as a pale mass.

Workup

  1. customReaction
  2. extractionextracted with EtOAc (2*15 ml)
  3. dry with materialCombined organics were dried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-83d1d35cd45346228eca1af919592d50
Source dataset
uspto-grants-2013_04
Patent number
US08415333B2

Reaction notes

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