Dimethylamine → HCID 69749784, compound

HRID 1062381Notes

Reaction equation

HRID 1062381 reaction equation
[CH3:1][NH:2][CH3:3].[Cl:4][C:5]1[CH:10]=[C:9]([S:11]([CH:14]=[CH2:15])(=[O:13])=[O:12])[CH:8]=[CH:7][C:6]=1[NH:16][C:17](=[O:25])[C@:18]([OH:24])([CH3:23])[C:19]([F:22])([F:21])[F:20]>CO.C1COCC1>[Cl:4][C:5]1[CH:10]=[C:9]([S:11]([CH2:14][CH2:15][N:2]([CH3:3])[CH3:1])(=[O:13])=[O:12])[CH:8]=[CH:7][C:6]=1[NH:16][C:17](=[O:25])[C@:18]([OH:24])([CH3:23])[C:19]([F:22])([F:21])[F:20]

Participants

5

Reactant 2

HCID 674DimethylamineHCID 53783013HCID 53783013, compound

Product 1

HCID 69749784HCID 69749784, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A 2M solution of dimethylamine (0.06 ml) in anhydrous methanol was added to a deoxygenated solution of (R)-N-[2-chloro-4-(ethenylsulphonyl)phenyl]-2-hydroxy-2-methyl-3,3,3-trifluoropropanamide (Example 283) (0.044 g) in anhydrous THF (1 ml). The mixture was allowed to stir at ambient temperature under argon for 2 hours then volatile material was removed by evaporation to give the title compound (in 89% yield) as a solid. NMR: 1.69 (s, 3H), 2.65 (s, 6H), 2.55 (t, 2H), 3.55 (t, 2H), 7.9 (d, 1H), 8.08 (s, 1H), 8.34 (d, 1H); MS (ESP−): 403.

Workup

  1. customvolatile material was removed by evaporation

Sources & evidence

ORD record
ord-ed949645dfbd47f89a2e9f87a340d480
Source dataset
uspto-grants-2005_11
Patent number
US06960688B2

Reaction notes

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