Methyl iodide → (R)-4-(benzyloxy)-N,N,N-trimethyl-2-(5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophene-2-sulfonamido)-4-oxobutan-1-aminium iodide

HRID 1958732Notes

Reaction equation

HRID 1958732 reaction equation
[CH3:1][N:2]([CH3:35])[CH2:3][C@H:4]([NH:16][S:17]([C:20]1[S:21][C:22]([C:25]2[N:29]([CH3:30])[N:28]=[C:27]([C:31]([F:34])([F:33])[F:32])[CH:26]=2)=[CH:23][CH:24]=1)(=[O:19])=[O:18])[CH2:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[CH3:36][I:37]>C(Cl)Cl>[I-:37].[CH2:9]([O:8][C:6](=[O:7])[CH2:5][C@@H:4]([NH:16][S:17]([C:20]1[S:21][C:22]([C:25]2[N:29]([CH3:30])[N:28]=[C:27]([C:31]([F:34])([F:32])[F:33])[CH:26]=2)=[CH:23][CH:24]=1)(=[O:18])=[O:19])[CH2:3][N+:2]([CH3:36])([CH3:1])[CH3:35])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86641225(R)-benzyl 4-(dimethylamino)-3-(5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophene-2-sulfonamido)butanoate

Product 1

HCID 68743143(R)-4-(benzyloxy)-N,N,N-trimethyl-2-(5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophene-2-sulfonamido)-4-oxobutan-1-aminium iodide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (R)-benzyl 4-(dimethylamino)-3-(5-(1-methyl-3-(trifluoromethyl)-1H-pyrazol-5-yl)thiophene-2-sulfonamido)butanoate in CH2Cl2 (2 mL) was added methyl iodide (100 μL). The reaction was stirred overnight and concentrated to dryness to give the title compound in quantitative yield.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-ab34abded5c044b085aae640977e374f
Source dataset
uspto-grants-2013_04
Patent number
US08410150B2

Reaction notes

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