Methyl iodide → HCID 68742763, compound

HRID 1958740Notes

Reaction equation

HRID 1958740 reaction equation
[CH3:1][N:2]([CH3:34])[CH2:3][C@H:4]([NH:16][S:17]([C:20]1[S:21][C:22]([C:25]#[C:26][C:27]2[CH:28]=[C:29]([CH3:33])[CH:30]=[CH:31][CH:32]=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].[CH3:35][I:36]>C(Cl)Cl>[I-:36].[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]#[C:26][C:27]2[CH:28]=[C:29]([CH3:33])[CH:30]=[CH:31][CH:32]=2)=[CH:23][CH:24]=1)(=[O:18])=[O:19])[CH2:3][N+:2]([CH3:35])([CH3:1])[CH3:34])[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 86641230HCID 86641230, compound

Product 1

HCID 68742763HCID 68742763, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (R)-benzyl 4-(dimethylamino)-3-(5-(m-tolylethynyl)thiophene-2-sulfonamido)butanoate (25 mg, 0.05 mmol) and methyl iodide (100 μL, 40 eq) in CH2Cl2 (1 mL) was stirred overnight at room temperature. The solution was concentrated to give the title compound in quantitative yield. MS ESI 511.3 [M]+, calcd for [C27H31N2O4S2]+ 511.17.

Workup

  1. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-1a3df8f58818401ab0095ecc445cf7cf
Source dataset
uspto-grants-2013_04
Patent number
US08410150B2

Reaction notes

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