Dimethylamine → HCID 59511157, compound

HRID 1157324Notes

Reaction equation

HRID 1157324 reaction equation
Cl[C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([N:14]2[CH2:19][CH2:18][N:17]([C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:21])[CH2:16][CH2:15]2)[CH:3]=1.[CH3:28][NH:29][CH3:30]>CO.C1COCC1>[CH3:28][N:29]([CH3:30])[C:2]1[N:7]=[N:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([N:14]2[CH2:19][CH2:18][N:17]([C:20]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:21])[CH2:16][CH2:15]2)[CH:3]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 59511172HCID 59511172, compound

Product 1

HCID 59511157HCID 59511157, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
60 °C

Procedure

To (4-(6-chloro-3-phenylpyridazin-4-yl)piperazin-1-yl)(phenyl)methanone (1 g) dissolved in methanol (40 ml), and dimethyl amine in THF (10 ml) was added under nitrogen atmosphere and the reaction mixture was heated to 60° C. for 18 hrs. The progress of reaction was monitored by TLC. After consumption of starting material, reaction mixture was cooled to room temperature and neutralized with solid sodium bicarbonate. The mixture was extracted with dichloromethane (3×10 ml). The combined organic layer was dried over anhydrous sodium sulphate and concentrated to afford (4-(6-(dimethylamino)-3-phenylpyridazin-4-yl)piperazin-1-yl)(phenyl)methanone as yellow liquid.

Workup

  1. customThe progress of reaction
  2. customAfter consumption of starting material, reaction mixture
  3. temperaturewas cooled to room temperature and neutralized with solid sodium bicarbonate
  4. extractionThe mixture was extracted with dichloromethane (3×10 ml)
  5. dry with materialThe combined organic layer was dried over anhydrous sodium sulphate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-92bf790082cf464c8844db359432eb65
Source dataset
uspto-grants-2010_10
Patent number
US07807671B2

Reaction notes

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