Acetic Anhydride → HCID 86720246, compound

HRID 2166977Notes

Reaction equation

HRID 2166977 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[C:12]([C:13]([NH:15][C:16]3[C:21]([C:22]([OH:24])=[O:23])=[CH:20][C:19]([Cl:25])=[CH:18][C:17]=3[Cl:26])=O)=[CH:11][C:10]([C:27]([F:30])([F:29])[F:28])=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.C(OC(=O)C)(=O)C>C(Cl)Cl>[Cl:25][C:19]1[CH:18]=[C:17]([Cl:26])[C:16]2[N:15]=[C:13]([C:12]3[N:8]([C:3]4[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][N:4]=4)[N:9]=[C:10]([C:27]([F:29])([F:28])[F:30])[CH:11]=3)[O:23][C:22](=[O:24])[C:21]=2[CH:20]=1

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 86720245HCID 86720245, compound

Product 1

HCID 86720246HCID 86720246, compoundYield 57.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
55 °C

Procedure

To a solution of 2-(3-chloro-2-pyridyl)-N-[2,4-dichloro-6-hydroxycarbonyl-phenyl]-5-(trifluoromethyl)pyrazole-3-carboxamide (18.4 g, 38.3 mmol) in methylene chloride (130 mL) was added acetic anhydride (39.4 mL, 417 mmol). The reaction was then heated to 55° C. for 2 h and then stirred for a further 16 h at room temperature. The resulting solid was filtered and washed with cold methylene chloride. Trituration with diethyl ether afforded the title compound (10.1 g, 57%).

Workup

  1. filtrationThe resulting solid was filtered
  2. washwashed with cold methylene chloride

Sources & evidence

ORD record
ord-8d6ddd41ccfc452b9896e2f5d98b0224
Source dataset
uspto-grants-2015_06
Patent number
US09044016B2

Reaction notes

Loading…