Triethylamine → HCID 86720245, compound

HRID 2166976Notes

Reaction equation

HRID 2166976 reaction equation
[Cl:1][C:2]1[CH:10]=[C:9]([Cl:11])[CH:8]=[C:4]([C:5]([OH:7])=[O:6])[C:3]=1[NH2:12].C(N(CC)CC)C.[Cl:20][C:21]1[C:22]([N:27]2[C:31]([C:32](Cl)=[O:33])=[CH:30][C:29]([C:35]([F:38])([F:37])[F:36])=[N:28]2)=[N:23][CH:24]=[CH:25][CH:26]=1>C(Cl)Cl>[Cl:20][C:21]1[C:22]([N:27]2[C:31]([C:32]([NH:12][C:3]3[C:4]([C:5]([OH:7])=[O:6])=[CH:8][C:9]([Cl:11])=[CH:10][C:2]=3[Cl:1])=[O:33])=[CH:30][C:29]([C:35]([F:38])([F:36])[F:37])=[N:28]2)=[N:23][CH:24]=[CH:25][CH:26]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 760363,5-Dichloroanthranilic acidHCID 184469281-(3-chloro-2-pyridinyl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl Chloride

Product 1

HCID 86720245HCID 86720245, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 3,5-dichloroanthranilic acid (7.89 g, 38.3 mmol) in methylene chloride (130 mL) at 0° C. was added triethylamine (18.6 mL, 134.0 mmol). A solution of 2-(3-chloro-pyridin-2-yl)-5-trifluoromethyl-2H-pyrazole-3-carbonyl chloride (13.7 g, 44.0 mmol) in methylene chloride (130 mL) at 0° C. was then added, the reaction allowed to warm to room temperature and then stirred further for 16 h. The reaction was concentrated in vacuo and used directly in the following reaction step.

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customused directly in the following reaction step

Sources & evidence

ORD record
ord-c60899a56d664d62ae11942440e68bea
Source dataset
uspto-grants-2015_06
Patent number
US09044016B2

Reaction notes

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