Water → HCID 118148691, compound

HRID 2201368Notes

Reaction equation

HRID 2201368 reaction equation
[CH3:1][NH:2][C:3]1[C:8]([NH2:9])=[CH:7][C:6]([C:10]([F:13])([F:12])[F:11])=[CH:5][N:4]=1.[Cl:14][C:15]1(C(O)=O)C=CC(Cl)=NN1.CCN=C=NCCCN(C)C.[ClH:36].C1[CH:38]=[CH:39][C:40]2N(O)[N:44]=[N:43][C:41]=2C=1.[OH2:47]>N1C=CC=CC=1>[CH3:1][NH:2][C:3]1[C:8]([NH:9][C:38]([C:39]2[CH:40]=[C:41]([Cl:36])[N:43]=[N:44][C:15]=2[Cl:14])=[O:47])=[CH:7][C:6]([C:10]([F:13])([F:11])[F:12])=[CH:5][N:4]=1

Participants

7

Reactant 5

HCID 962WaterHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2735930N2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamineHCID 66763845HCID 66763845, compound

Product 1

HCID 118148691HCID 118148691, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 693 mg of N2-methyl-5-trifluoromethylpyridine-2,3-diamine, 700 mg of 3,6-dichloropyridazine-carboxylic acid, 1.04 g of EDCI hydrochloride, 50 mg of HOBt and 2.5 ml of pyridine was stirred at room temperature for 4 hours and then allowed to stand at room temperature overnight. Water was poured to the reaction mixture, and the precipitated solid was filtered. The resulting solid was washed with water and n-hexane and then dried to obtain 1.19 g of 3,6-dichloropyridazine-4-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide. 3,6-Dichloropyridazine-4-carboxylic acid (2-methylamino-5-trifluoromethylpyridin-3-yl)-amide

Workup

  1. waitto stand at room temperature overnight
  2. filtrationthe precipitated solid was filtered
  3. washThe resulting solid was washed with water and n-hexane
  4. customdried

Sources & evidence

ORD record
ord-9c4843de795a4375928a70301e11d6d8
Source dataset
uspto-grants-2016_06
Patent number
US09364000B2

Reaction notes

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