Acetonitrile → HCID 178457089, compound

HRID 1189666Notes

Reaction equation

HRID 1189666 reaction equation
[F:1][C:2]([F:25])([F:24])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:23])[C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([NH:20][CH3:21])=[CH:13][C:12]=2Cl)[CH2:5][CH2:4]1.[CH3:26][NH:27][CH2:28][C:29]#[CH:30].CC#N>O>[F:1][C:2]([F:25])([F:24])[C@H:3]1[CH2:8][CH2:7][C@H:6]([NH:9][C:10](=[O:23])[C:11]2[CH:16]=[C:15]([N+:17]([O-:19])=[O:18])[C:14]([NH:20][CH3:21])=[CH:13][C:12]=2[N:27]([CH3:26])[CH2:28][C:29]#[CH:30])[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 96160N-methylpropyn-2-ylamineHCID 178482185HCID 178482185, compound

Product 1

HCID 178457089HCID 178457089, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of N-(trans-4-trifluoromethyl-cyclohexyl)-2-chloro-4-methylamino-5-nitro-benzoic acid amide (60 mg, 0.158 mmol), N-methyl-propargylamine (79 μL, 0.95 mmol) and MeCN (10 mL) is irradiated in a microwave oven for 45 min at 160° C., and after cooling diluted with water. The mixture is extracted with EtOAc, the combined organic phases are dried with Na2SO4, filtered and concentrated.

Workup

  1. customis irradiated in a microwave oven for 45 min at 160° C.
  2. temperatureafter cooling
  3. extractionThe mixture is extracted with EtOAc
  4. dry with materialthe combined organic phases are dried with Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-758a3995f9ae43bd8a6ea5a0b2d9e85b
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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