N-Methylethylamine → HCID 10068551, compound

HRID 2252329Notes

Reaction equation

HRID 2252329 reaction equation
C1([O:7][C:8](=O)[NH:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[S:17][C:18]2[CH:19]=[CH:20][C:21]3[N:22]([C:24]([CH:27]([CH3:29])[CH3:28])=[N:25][N:26]=3)[CH:23]=2)C=CC=CC=1.[CH2:31]([NH:33][CH3:34])[CH3:32]>CS(C)=O>[CH2:31]([N:33]([CH3:34])[C:8]([NH:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[S:17][C:18]1[CH:19]=[CH:20][C:21]2[N:22]([C:24]([CH:27]([CH3:28])[CH3:29])=[N:25][N:26]=2)[CH:23]=1)=[O:7])[CH3:32]

Participants

4

Reactant 2

HCID 12219N-MethylethylamineHCID 69205067HCID 69205067, compound

Product 1

HCID 10068551HCID 10068551, compoundYield 96.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

To a solution of [2-(3-Isopropyl-[1,2,4]triazolo[4,3-a]pyridin-6-ylsulfanyl)-benzyl]-carbamic acid phenyl ester (42 mg, 0.10 mmol) in DMSO (200 μL) was added ethylmethylamine (6.0 μL, 0.105 mmol). The reaction was stirred at ambient temperature for 30 minutes, then quenched with water. The reaction mixture was extracted with organics, the organics combined, dried over sodium sulfate, and concentrated in vacuo. The residue was triturated with 1:1 hexane:diethyl ether to give the title compound (37 mg, 96%). MS (M+1)=384.4.

Workup

  1. customquenched with water
  2. extractionThe reaction mixture was extracted with organics, the
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was triturated with 1:1 hexane

Sources & evidence

ORD record
ord-900cc87557fd4260882b96f90e4b169e
Source dataset
uspto-grants-2008_01
Patent number
US07321040B2

Reaction notes

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