Triethylamine → HCID 59191519, compound

HRID 1479994Notes

Reaction equation

HRID 1479994 reaction equation
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[CH:5][C:6]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[N:7][CH:8]=1.[Cl:17][C:18]1[N:19]=[N:20][C:21](Cl)=[C:22]([CH3:25])[C:23]=1[CH3:24].C(N(CC)CC)C>CN1C(=O)CCC1>[Cl:17][C:18]1[N:19]=[N:20][C:21]([N:12]2[CH2:11][CH2:10][N:9]([C:6]3[CH:5]=[CH:4][C:3]([C:2]([F:1])([F:15])[F:16])=[CH:8][N:7]=3)[CH2:14][CH2:13]2)=[C:22]([CH3:25])[C:23]=1[CH3:24]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 6676181-(5-Trifluoromethyl-pyridin-2-yl)-piperazineHCID 211875053,6-Dichloro-4,5-dimethylpyridazine

Product 1

HCID 59191519HCID 59191519, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

1-(5-Trifluoromethyl-pyridin-2-yl)-piperazine (10 g, 43.3 mmol) is combined with 3,6-dichloro-4,5-dimethyl-pyridazine (14.4 g, 84.3 mmol), triethylamine (8.25 mL), and NMP (40 mL). The reaction mixture is irradiated to a temperature of 180° C. for 25 min, and then concentrated in vacuo. The residue is purified by flash chromatography on silica gel (0-8% MeOH/CH2Cl2) to afford the title compound (13.2 g, 82%).

Workup

  1. customThe reaction mixture is irradiated to a temperature of 180° C. for 25 min
  2. concentrationconcentrated in vacuo
  3. customThe residue is purified by flash chromatography on silica gel (0-8% MeOH/CH2Cl2)

Sources & evidence

ORD record
ord-1633bffe67be431fbb57f9e6fbd8eeca
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Reaction notes

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