Sodium sulfate decahydrate → HCID 23282955, compound

HRID 370276Notes

Reaction equation

HRID 370276 reaction equation
[CH:1]1([CH2:9][N:10]2[CH2:15][CH2:14][CH:13]([NH:16][C:17]([CH:19]3[C:32]4[CH:31]=[C:30]([CH:33]=[O:34])[CH:29]=[CH:28][C:27]=4[O:26][C:25]4[C:20]3=[CH:21][C:22]([C:35]([O:37][CH3:38])=[O:36])=[CH:23][CH:24]=4)=[O:18])[CH2:12][CH2:11]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(O)C>[CH:1]1([CH2:9][N:10]2[CH2:11][CH2:12][CH:13]([NH:16][C:17]([CH:19]3[C:32]4[CH:31]=[C:30]([CH2:33][OH:34])[CH:29]=[CH:28][C:27]=4[O:26][C:25]4[C:20]3=[CH:21][C:22]([C:35]([O:37][CH3:38])=[O:36])=[CH:23][CH:24]=4)=[O:18])[CH2:14][CH2:15]2)[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 62649Sodium sulfate decahydrateHCID 4311764Sodium borohydrideHCID 23283010HCID 23283010, compound

Product 1

HCID 23282955HCID 23282955, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

12 mg of N-[1-(cyclooctylmethyl)piperidin-4-yl]-2-formyl-7-methoxycarbonylxanthene-9-carboxamide was dissolved in 1.0 ml of ethanol, 10 mg of sodium borohydride was added thereto, followed by stirring for 40 minutes at room temperature. Sodium sulfate decahydrate was added to the reaction solution, followed by drying over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure, the obtained residue was purified by preparative thin layer chromatography (Kieselgel™60F254, Art5744 produced by Merck Co.: chloroform/methanol=95/5), and 10 mg of the title compound as a colorless solid was obtained.

Workup

  1. dry with materialby drying over anhydrous sodium sulfate
  2. distillationThe solvent was distilled off under reduced pressure
  3. customthe obtained residue was purified by preparative thin layer chromatography (Kieselgel™60F254, Art5744 produced by Merck Co.: chloroform/methanol=95/5)

Sources & evidence

ORD record
ord-ac420a046b5042548a737b13f4731938
Source dataset
uspto-grants-2000_10
Patent number
US06140338

Reaction notes

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