Water → HCID 68292717, compound

HRID 339906Notes

Reaction equation

HRID 339906 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[C:27]([O:29][CH3:30])[CH:26]=[CH:25][C:4]=1[CH2:5][NH:6][S:7]([CH2:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)=O)=[CH:13][CH:12]=1)(=[O:9])=[O:8].[H-].[H-].[H-].[H-].[Li+].[Al+3].O.[OH-].[Na+]>C1COCC1>[CH3:1][O:2][C:3]1[CH:28]=[C:27]([O:29][CH3:30])[CH:26]=[CH:25][C:4]=1[CH2:5][NH:6][S:7]([CH2:10][C:11]1[CH:12]=[CH:13][C:14]([CH2:17][N:19]2[CH2:20][CH2:21][O:22][CH2:23][CH2:24]2)=[CH:15][CH:16]=1)(=[O:9])=[O:8]

Participants

6

Reactant 4

HCID 962Water2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 68292273HCID 68292273, compound

Product 1

HCID 68292717HCID 68292717, compoundYield 97.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of N-(2,4-dimethoxybenzyl)-C-[4-(morpholine-4-carbonyl)phenyl]methanesulfonamide (440 mg) in THF (5 ml) was added, at 0° C., LAH (96 mg), and the mixture was warmed up to room temperature and stirred for a further 60 minutes. After the addition of water (100 μl), sodium hydroxide solution (300 μl) and water again (300 μl), the mixture was filtered and the filtrate was concentrated. This gave the product (415 mg) with a molecular weight of 420.5 g/mol (C21H28N2O5S).

Workup

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-863da2f159274db6a6cd51a4a4f334c8
Source dataset
uspto-grants-2014_11
Patent number
US08895547B2

Reaction notes

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