Acetonitrile → HCID 178482255, compound

HRID 1189669Notes

Reaction equation

HRID 1189669 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]1[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=1.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]2[CH:34]=[CH:33][C:32]([F:35])=[CH:31][CH:30]=2)[CH2:5][CH2:4]1

Participants

5

Reactant 3

HCID 6342AcetonitrileHCID 7368601-(4-fluorophenyl)-N-methylmethanamineHCID 178482185HCID 178482185, compound

Product 1

HCID 178482255HCID 178482255, 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-N-(4-fluorobenzyl)amine (24 μL, 0.18 mmol) and MeCN (1 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 and directly used in the next step. Yield: 80 mg.

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-83b2158fd28d4026a63f50bd29f33270
Source dataset
uspto-grants-2014_03
Patent number
US08674113B2

Reaction notes

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