Hydrochloric Acid → HCID 68648180, compound

HRID 1162117Notes

Reaction equation

HRID 1162117 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([CH2:11][O:12][CH3:13])=[CH:9][N:10]=2)[N:7]=1.[NH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=1.Cl.[CH3:23]COCC>>[ClH:1].[CH2:13]([O:12][CH2:11][C:8]1[N:6]2[N:7]=[C:2]([NH:14][CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=3)[CH:3]=[CH:4][C:5]2=[N:10][CH:9]=1)[CH3:23]

Participants

5

Reactant 4

HCID 313Hydrochloric Acid2×HCID 3283Diethyl EtherHCID 195092-PyridinemethanamineHCID 57470624HCID 57470624, compound

Product 1

HCID 68648180HCID 68648180, compoundYield 12%

Procedure

Prepared from 6-chloro-3-(methoxymethyl)imidazo[1,2-b]pyridazine (8a) and 2-(aminomethyl)pyridine according to general procedure 4 (step B). The free-base was converted to the HCl salt with 2N HCl in Et2O to provide the title compound (13 mg, 12%) as a white solid; 1H NMR (500 MHz, CD3OD) δ 8.56 (d, J=5.1 Hz, 1H), 7.95 (m, 2H), 7.84 (s, 1H), 7.63 (d, J=7.9 Hz, 1H), 7.43 (dd, J=5.8, 7.8 Hz, 1H), 7.31 (d, J=9.9 Hz, 1H), 4.75 (s, 2H), 4.64 (s, 2H), 3.30 (s, 3H); 13C NMR (75 MHz, CD3OD) δ 158.4, 156.7, 148.7, 140.4, 134.5, 128.5, 124.5, 124.1, 122.4, 122.1, 120.5, 62.7, 58.8, 47.1; HPLC tR=4.2 min (Luna), 95.7%; ES-MS: (M+H)=270 m/z.

Sources & evidence

ORD record
ord-dbb1a138bc1f41628f5456159e79c1c2
Source dataset
uspto-grants-2010_10
Patent number
US07820670B2

Reaction notes

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