Dimethylamine → HCID 59320193, compound

HRID 655287Notes

Reaction equation

HRID 655287 reaction equation
[CH3:1][NH:2][CH3:3].CS(C)=O.Cl[C:9]1[CH:10]=[CH:11][C:12]2[N:13]([C:15]([CH2:18][C:19]3[CH:20]=[C:21]4[C:26](=[CH:27][CH:28]=3)[N:25]=[CH:24][C:23]([C:29]3[CH:30]=[N:31][N:32]([CH3:34])[CH:33]=3)=[CH:22]4)=[N:16][N:17]=2)[N:14]=1>O>[CH3:1][N:2]([CH3:3])[C:9]1[CH:10]=[CH:11][C:12]2[N:13]([C:15]([CH2:18][C:19]3[CH:20]=[C:21]4[C:26](=[CH:27][CH:28]=3)[N:25]=[CH:24][C:23]([C:29]3[CH:30]=[N:31][N:32]([CH3:34])[CH:33]=3)=[CH:22]4)=[N:16][N:17]=2)[N:14]=1

Participants

5

Reactant 3

HCID 674DimethylamineHCID 679Dimethyl SulfoxideHCID 59320311HCID 59320311, compound

Product 1

HCID 59320193HCID 59320193, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
130 °C

Procedure

To a 5 ml microwave vial 1 ml of dimethylamine 40% in water was added followed by 300μ of DMSO to dissolve 25 mg (0.067 mmol) 6-(6-chloro-[1,2,4]triazolo[4,3-b]pyridazin-3-ylmethyl)-3-(1-methyl-1H-pyrazol-4-yl)quinoline. The reaction heated in a microwave for 2000 seconds at 130° C. The reaction mixture was filtered then purified via preparatory HPLC to return the title compound (7.7 mg, 30% yield). Analytical data is presented in Table 2.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthen purified via preparatory HPLC

Sources & evidence

ORD record
ord-c1c7378e25384ca0ad989fcc797e76e1
Source dataset
uspto-grants-2011_12
Patent number
US08071581B2

Reaction notes

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