Iodoethane → HCID 88937832, compound

HRID 2274005Notes

Reaction equation

HRID 2274005 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][C:9]([C:11]2[N:15]([CH2:16][CH2:17][CH3:18])[N:14]=[C:13]([C:19]([F:25])([F:24])[C:20]([F:23])([F:22])[F:21])[C:12]=2[C:26]([F:29])([F:28])[F:27])=[O:10])=[CH:4][C:3]=1[C:30](=[O:37])[NH:31][C:32]1([C:35]#[N:36])[CH2:34][CH2:33]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:45][CH3:46]>CN(C)C=O.O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]([CH2:45][CH3:46])[C:9]([C:11]2[N:15]([CH2:16][CH2:17][CH3:18])[N:14]=[C:13]([C:19]([F:25])([F:24])[C:20]([F:23])([F:21])[F:22])[C:12]=2[C:26]([F:29])([F:27])[F:28])=[O:10])=[CH:4][C:3]=1[C:30](=[O:37])[NH:31][C:32]1([C:35]#[N:36])[CH2:34][CH2:33]1

Participants

6

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 88937836HCID 88937836, compound

Product 1

HCID 88937832HCID 88937832, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

70 mg (0.13 mmol) of N-{4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl}-3-(pentafluoroethyl)-1-propyl-4-(trifluoromethyl)-1H-pyrazole-5-carboxamide and 35 mg (0.14 mmol) of potassium carbonate are suspended in 1.4 ml of N,N-dimethylformamide p.a. Over a period of 16 h, a total of 29 mg (0.19 mmol) of iodoethane are added gradually to the mixture. After the addition has ended, the reaction solution is stirred at room temperature for 20 h. The reaction mixture is diluted with water, and the aqueous phase is extracted three times with ethyl acetate. The combined organic phases are washed twice with saturated sodium chloride solution, dried over sodium sulphate and filtered. The solvents are removed on a rotary evaporator under reduced pressure.

Workup

  1. additionAfter the addition
  2. extractionthe aqueous phase is extracted three times with ethyl acetate
  3. washThe combined organic phases are washed twice with saturated sodium chloride solution
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customThe solvents are removed on a rotary evaporator under reduced pressure

Sources & evidence

ORD record
ord-f0989f7905374d528852dfa5731daa35
Source dataset
uspto-grants-2015_09
Patent number
US09126945B2

Reaction notes

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