Hydrochloric Acid → HCID 57470626, compound

HRID 1162118Notes

Reaction equation

HRID 1162118 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.[O:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][NH2:20])[CH2:13][CH2:12]1.Cl>CCOCC>[ClH:1].[O:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][NH:20][C:2]2[CH:3]=[CH:4][C:5]3[N:6]([CH:8]=[CH:9][N:10]=3)[N:7]=2)[CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 61055N-(3-Aminopropyl)morpholineHCID 138828Imidazo(1,2-b)pyridazine, 6-chloro-

Product 1

HCID 57470626HCID 57470626, compoundYield 32%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Prepared from 6-chloroimidazo[1,2-b]pyridazine (4) and 3-morpholinopropylamine according to general procedure 2. The free-base was converted to the HCl salt with 2N HCl in Et2O to provide the title compound (125 mg, 32%) as a brown solid; 1H NMR (500 MHz, CD3OD) δ 7.73 (s, 1H), 7.63 (d, J=9.8 Hz, 1H), 7.45 (d, J=1.2 Hz, 1H), 6.74 (d, J=9.8 Hz, 1H), 3.89-3.88 (m, 4H), 3.45 (t, J=6.6 Hz, 2H), 3.20-3.13 (m, 6H), 2.14-2.08 (m, 2H); 13C NMR (125 MHz, CD3OD) δ 155.7, 137.0, 129.6, 125.2, 118.0, 115.8, 65.6, 56.9, 53.5, 39.7, 24.6; HPLC tR=6.5 min (Luna), >99%; ES-MS: (M+H)=262 m/z.

Sources & evidence

ORD record
ord-d7cbcd02e54540f8b7de7df80501596b
Source dataset
uspto-grants-2010_10
Patent number
US07820670B2

Reaction notes

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