Hydrochloric Acid → HCID 68648012, compound

HRID 1162116Notes

Reaction equation

HRID 1162116 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1.[NH2:11][CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=1.Cl>CCOCC>[ClH:1].[N:14]1[CH:15]=[CH:16][CH:17]=[CH:18][C:13]=1[CH2:12][NH:11][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:8]=[CH:9][N:10]=2)[N:7]=1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 195092-PyridinemethanamineHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-

Product 1

HCID 68648012HCID 68648012, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Prepared from 6-chloroimidazo[1,2-b]pyridazine (4) and 2-(aminomethyl)pyridine according to general procedure 2. The free-base was converted to the HCl salt with 2N HCl in Et2O to provide the title compound (135 mg, 40%) as a white solid; 1H NMR (500 MHz, CD3OD) δ 8.68-8.67 (m, 1H), 8.27 (dt, J=1.5, 9.4 Hz, 1H), 8.03 (d, J=10 Hz, 1H), 7.99-7.98 (m, 1H), 7.90-7.87 (m, 2H), 7.72 (t, J=6.5 Hz, 1H), 7.40 (d, J=10 Hz, 1H), 4.80 (s, J=Hz, 2H); 13C NMR (75 MHz, CD3OD) δ 157.2, 156.8, 145.7, 144.4, 134.0, 125.9, 125.7, 122.3, 121.9, 121.4, 119.7, 45.5; HPLC tR=6.3 min (Luna), 98.9%; ES-MS: (M+H)=226 m/z.

Sources & evidence

ORD record
ord-41dcea9488b8403ab36e50b578722777
Source dataset
uspto-grants-2010_10
Patent number
US07820670B2

Reaction notes

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