Sodium Bicarbonate → HCID 86625183, compound

HRID 2234201Notes

Reaction equation

HRID 2234201 reaction equation
[CH2:1]([N:3]([CH2:30][CH3:31])[CH2:4][CH2:5][N:6]([CH2:24][CH:25](OC)[O:26]C)[C:7](=[O:23])[CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=1)[CH3:2].C(=O)(O)[O-].[Na+]>Cl.O1CCOCC1>[CH2:30]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][N:6]([CH2:24][CH:25]=[O:26])[C:7](=[O:23])[CH2:8][CH2:9][O:10][CH2:11][CH2:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=1)[CH3:31]

Participants

5

Reactant 2

HCID 516892Sodium BicarbonateHCID 68703643N-[2-(Diethylamino)ethyl]-N-(2,2-dimethoxyethyl)-3-[2-(2-naphthyl)ethoxy]propanamide

Product 1

HCID 86625183HCID 86625183, compoundYield 102.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

N-[2-(Diethylamino)ethyl]-N-(2,2-dimethoxyethyl)-3-[2-(2-naphthyl)ethoxy]propanamide (Example 32c) (0.5 g) was dissolved in 4M HCl in dioxane (5.8 ml), and stirred for 10 mins. The reaction mixture was poured into saturated sodium bicarbonate solution (100 ml), which was then extracted with DCM (×4). The organic layers were combined, dried over sodium sulfate, filtered and evaporated to give the sub-titled compound (458 mg).

Workup

  1. extractionwas then extracted with DCM (×4)
  2. dry with materialdried over sodium sulfate
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-65c92b481574418ebd9afd67d6718059
Source dataset
uspto-grants-2010_05
Patent number
US07709511B2

Reaction notes

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