Lithium Chloride → HCID 18801222, compound

HRID 1638211Notes

Reaction equation

HRID 1638211 reaction equation
C[O:2][C:3](=O)[CH2:4][N:5]1[C:9](=[O:10])[C:8]2([CH2:15][CH2:14][N:13]([CH:16]3[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)[N:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:6]1.[Cl-].[Li+].[BH4-].[Na+].[Cl:37]CCl.O.CO>COCCOC>[ClH:37].[CH:16]1([N:13]2[CH2:14][CH2:15][C:8]3([N:7]([C:26]4[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=4)[CH2:6][N:5]([CH2:4][CH2:3][OH:2])[C:9]3=[O:10])[CH2:11][CH2:12]2)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25]1

Participants

6

Reactant 4

HCID 433294Lithium ChlorideHCID 4311764Sodium borohydrideHCID 21958822Dichloromethane methanol waterHCID 54435212HCID 54435212, compound

Product 1

HCID 18801222HCID 18801222, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

(8-Cyclodecyl-4-oxo-1-phenyl-1,3,8-triaza-spiro[4,5]dec-3-yl)-acetic acid methyl ester (0.8 mmol) was dissolved in ethyleneglycol dimethylether (2 ml). Lithiumchloride (0.8 mmol) and sodium borohydride (0.8 mol) were added. After stirring for 4 h the reaction mixture was distributed between dichloromethane/water/methanol. The organic layer was separated, dried over magnesium sulfate and evaporated. The residue was purified by column chromatography (SiO2, ethyl acetate). Formation of the HCl-salt yielded the title compound as a white solid, 0.124 g, m. p. 190° C. and MS: m/e=414.5 (M+H+).

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over magnesium sulfate
  3. customevaporated
  4. customThe residue was purified by column chromatography (SiO2, ethyl acetate)

Sources & evidence

ORD record
ord-cf9804174dff49aba5a012d572bcd3be
Source dataset
uspto-grants-2000_03
Patent number
US06043366

Reaction notes

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