N-Methylbutylamine → HCID 86696357, compound

HRID 870659Notes

Reaction equation

HRID 870659 reaction equation
[Br:1][C:2]1[N:6]2[N:7]=[C:8](Cl)[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1.[CH3:12][NH:13][CH2:14][CH2:15][CH2:16][CH3:17].CCN(C(C)C)C(C)C>>[Br:1][C:2]1[N:6]2[N:7]=[C:8]([N:13]([CH2:14][CH2:15][CH2:16][CH3:17])[CH3:12])[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 8068N-MethylbutylamineHCID 81531DiisopropylethylamineHCID 128723233-Bromo-6-chloroimidazo(1,2-b)pyridazine

Product 1

HCID 86696357HCID 86696357, compoundYield 138.2%

Procedure

A neat solution of 3-bromo-6-chloro-imidazo[1,2-b]pyridazine [13526-66-4] (522.9 mg, 2.3 mmol) in N-methyl butylamine [110-68-9] (3.0 mL, 24.3 mmol) and Hunig's base [7087-68-5] (0.6 mL, 3.5 mmol) was stirred under N2 blanket at 65° C. overnight then evaporated to provide 0.9 g of yellow solid, used in the next step without further purification. LRMS (ESI) m/z 283.1/285.1 [(M+H)]+, calc'd for C11H15BrN4: 283.17.

Workup

  1. customthen evaporated

Sources & evidence

ORD record
ord-e7a38c1777dc4787851e8895591f1455
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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