HCID 86714620, compound → HCID 86714619, compound

HRID 1409300Notes

Reaction equation

HRID 1409300 reaction equation
[Cl:1][C:2]1[C:3]([F:21])=[C:4]([C:10]2[N:14]([CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][O:16]3)[N:13]=[CH:12][CH:11]=2)[CH:5]=[C:6]([F:9])[C:7]=1I.[Cu][C:23]#[N:24]>CN1C(=O)CCC1>[Cl:1][C:2]1[C:3]([F:21])=[C:4]([C:10]2[N:14]([CH:15]3[CH2:20][CH2:19][CH2:18][CH2:17][O:16]3)[N:13]=[CH:12][CH:11]=2)[CH:5]=[C:6]([F:9])[C:7]=1[C:23]#[N:24]

Participants

4

Reactant 2

HCID 86714620HCID 86714620, compoundHCID 178418546HCID 178418546, compound

Product 1

HCID 86714619HCID 86714619, compoundYield 50.6%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
170 °C

Procedure

5-(3-Chloro-2,5-difluoro-4-iodophenyl)-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazole (1.686 mmol, 0.716 g) and copper(I) cyanide (1.686 mmol, 0.151 g) were suspended in NMP. The resulting mixture was stirred at 170° C. for 7 h. The reaction was quenched by, pouring the mixture onto 12% ammonia solution and stirred for 20 min. The formed precipitate was filtered and washed with water. 0.276 g of the title product was obtained. Identification after the next step due to low solubility of the product.

Workup

  1. customThe reaction was quenched by,
  2. additionpouring the mixture onto 12% ammonia solution
  3. stirringstirred for 20 min
  4. filtrationThe formed precipitate was filtered
  5. washwashed with water

Sources & evidence

ORD record
ord-ec865c787cb34129ad87c6d8e0ff11cf
Source dataset
uspto-grants-2014_12
Patent number
US08921378B2

Reaction notes

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