1,4-Dioxane hydrochloride → Methyl 4-((R)-amino(2,4-difluorophenyl)methyl)phenyl(methyl)phosphinate hydrochloride

HRID 1525265Notes

Reaction equation

HRID 1525265 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C@H:9]([NH:22][S@@](C(C)(C)C)=O)[C:10]1[CH:15]=[CH:14][C:13]([P:16]([CH3:21])(=[O:20])[O:17][CH2:18]C)=[CH:12][CH:11]=1.[ClH:29].O1CCOCC1>>[ClH:29].[NH2:22][C@@H:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])[C:10]1[CH:11]=[CH:12][C:13]([P:16]([CH3:21])(=[O:20])[O:17][CH3:18])=[CH:14][CH:15]=1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 117702173Ethyl 4-((R)-(2,4-difluorophenyl)((R)-1,1-dimethylethylsulfinamido)methyl)-phenyl(methyl)phosphinate

Product 1

HCID 117702246Methyl 4-((R)-amino(2,4-difluorophenyl)methyl)phenyl(methyl)phosphinate hydrochlorideYield 96%

Procedure

Ethyl 4-((R)-(2,4-difluorophenyl)((R)-1,1-dimethylethylsulfinamido)methyl)-phenyl(methyl)phosphinate, 20-d, (866 mg, 2.5 mmol) was dissolved in HCl/dioxane (5 ml) and the mixture was stirred at room temperature for 1 h. Then it was concentrated under vacuum and the residue was washed with ethyl acetate to provide the product 20-e (781 mg, 96%).

Workup

  1. concentrationThen it was concentrated under vacuum
  2. washthe residue was washed with ethyl acetate

Sources & evidence

ORD record
ord-c0409c8e9f64480caf657e53c95de8f4
Source dataset
uspto-grants-2015_07
Patent number
US09079930B2

Reaction notes

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