Triethylamine → HCID 50914491, compound

HRID 1942071Notes

Reaction equation

HRID 1942071 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.[CH:30](OC1C=CC([N+]([O-])=O)=CC=1)=[O:31].C(N(CC)CC)C>C(Cl)Cl>[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]([CH:30]=[O: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

5

Reactant 3

HCID 8471TriethylamineHCID 746284-Nitrophenyl formateHCID 50914336(rac)-5,7-Difluoro-6-[1-(6-piperazin-1-yl-imidazo[1,2-b]pyridazin-3-yl)-ethyl]-quinoline

Product 1

HCID 50914491HCID 50914491, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

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) and 4-nitrophenyl formate (29.7 mg, 0.177 mmol) were dissolved in DCM (1.27 mL) and triethylamine (0.021 mL, 0.152 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 white foam (tR 3.25 min (conditions 1), MH+=423).

Workup

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

Sources & evidence

ORD record
ord-ce9fdfcede61441a8dbdb0e88de4d617
Source dataset
uspto-grants-2013_03
Patent number
US08389526B2

Reaction notes

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