Acetyl chloride → HCID 50914489, compound

HRID 1942070Notes

Reaction equation

HRID 1942070 reaction equation
[F:1][C:2]1[C:11]([CH:12]([C:14]2[N:18]3[N:19]=[C:20]([N:23]4[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]4)[CH:21]=[CH:22][C:17]3=[N:16][CH:15]=2)[CH3:13])=[C:10]([F:29])[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.[C:30](Cl)(=[O:32])[CH3:31]>N1C=CC=CC=1>[F:1][C:2]1[C:11]([CH:12]([C:14]2[N:18]3[N:19]=[C:20]([N:23]4[CH2:28][CH2:27][N:26]([C:30](=[O:32])[CH3:31])[CH2:25][CH2:24]4)[CH:21]=[CH:22][C:17]3=[N:16][CH:15]=2)[CH3:13])=[C:10]([F:29])[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 50914336(rac)-5,7-Difluoro-6-[1-(6-piperazin-1-yl-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-quinoline

Product 1

HCID 50914489HCID 50914489, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

(rac)-5,7-Difluoro-6-[1-(6-piperazin-1-yl-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-quinoline (Example 6, 50 mg, 0.127 mmol) was dissolved in pyridine (1.27 mL) and acetyl chloride (0.014 mL, 0.190 mmol) was added. The RM was stirred at RT for 0.5 h. The mixture was concentrated and the residue was purified by flash chromatography and afforded the title compound as a beige foam (tR 3.36 min (conditions 1), MH+ 437).

Workup

  1. concentrationThe mixture was concentrated
  2. customthe residue was purified by flash chromatography

Sources & evidence

ORD record
ord-0a05af03f80841caa9601dccfe9e6feb
Source dataset
uspto-grants-2013_03
Patent number
US08389526B2

Reaction notes

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