Dimethylformamide → HCID 67416416, compound

HRID 1667409Notes

Reaction equation

HRID 1667409 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](Cl)=[N:7][N:6]=[CH:5]2.[CH3:13][N:14](C=O)[CH3:15]>C(OCC)(=O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([N:14]([CH3:15])[CH3:13])=[N:7][N:6]=[CH:5]2

Participants

4

Reactant 2

HCID 6228DimethylformamideHCID 220304246-Bromo-1-chlorophthalazine

Product 1

HCID 67416416HCID 67416416, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 6-bromo-1-chloro-phthalazine (2 g) and dimethylamino (8 mL, 2M solution in THF) in DMF (30 mL) was stirred at 85° C. for 3 h. The reaction was then diluted with ethyl acetate (100 mL) and washed with water (2×100 mL), and brine (100 mL). Column chromatography (Hexanes/EtOAc) afforded the desired product (1.0 g) as a brown solid. TLC Rf 0.3 (EA). 1H-NMR (CDCl3) δ: 3.21 (s, 6H), 7.86 (dd, 1H), 7.95 (d, 1H), 7.99 (d, 1H), 8.99 (s, 1H).

Workup

  1. washwashed with water (2×100 mL), and brine (100 mL)

Sources & evidence

ORD record
ord-d820a56102d84198a8847861ac778bf5
Source dataset
uspto-grants-2011_10
Patent number
US08044041B2

Reaction notes

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