1,4-Dioxane hydrochloride → Ethyl 4-((S)-amino(4-fluorophenyl)methyl)phenyl(methyl)phosphinate hydrochloride

HRID 1525260Notes

Reaction equation

HRID 1525260 reaction equation
CC(C)([S@@]([NH:6][C@@H:7]([C:20]1[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=1)[C:8]1[CH:13]=[CH:12][C:11]([P:14]([CH3:19])(=[O:18])[O:15][CH2:16][CH3:17])=[CH:10][CH:9]=1)=O)C.[ClH:28].O1CCOCC1>>[ClH:28].[NH2:6][C@@H:7]([C:20]1[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=1)[C:8]1[CH:13]=[CH:12][C:11]([P:14]([CH3:19])(=[O:18])[O:15][CH2:16][CH3:17])=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 89472221Ethyl 4-((S)-((S)-1,1-dimethylethylsulfinamido)(4-fluorophenyl)-methyl)phenyl(methyl)phosphinate2×

Product 1

HCID 117702330Ethyl 4-((S)-amino(4-fluorophenyl)methyl)phenyl(methyl)phosphinate hydrochloride

Procedure

Ethyl 4-((S)—((S)-1,1-dimethylethylsulfinamido)(4-fluorophenyl)-methyl)phenyl(methyl)phosphinate, 19-c, (10.6 g, 27 mmol) was dissolved in HCl/dioxane (100 ml) and the mixture was stirred at room temperature for about 3 h. The mixture was then concentrated under vacuum and the residue was washed with ethyl acetate to provide the product, 19-d, (6.66 g, 80%).

Workup

  1. concentrationThe mixture was then concentrated under vacuum
  2. washthe residue was washed with ethyl acetate
  3. customto provide the product, 19-d, (6.66 g, 80%)

Sources & evidence

ORD record
ord-a301236508b84b0fa8a6c7249db528a9
Source dataset
uspto-grants-2015_07
Patent number
US09079930B2

Reaction notes

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