3-Fluoropropan-1-amine hydrochloride → 1-{5-[6-(3-Fluoro-propylamino)-imidazo[1,2-b]pyridazin-3-yl]-thiophen-2-yl}-ethanone

HRID 870636Notes

Reaction equation

HRID 870636 reaction equation
F[C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]3[S:15][C:14]([C:16](=[O:18])[CH3:17])=[CH:13][CH:12]=3)=[CH:9][N:10]=2)[N:7]=1.Cl.[F:20][CH2:21][CH2:22][CH2:23][NH2:24]>>[F:20][CH2:21][CH2:22][CH2:23][NH:24][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:8]([C:11]3[S:15][C:14]([C:16](=[O:18])[CH3:17])=[CH:13][CH:12]=3)=[CH:9][N:10]=2)[N:7]=1

Participants

3

Reactant 2

HCID 219074553-Fluoropropan-1-amine hydrochlorideHCID 866963171-[5-(6-Fluoro-imidazo[1,2-b]pyridazin-3-yl)-thiophen-2-yl]-ethanone

Product 1

HCID 866963311-{5-[6-(3-Fluoro-propylamino)-imidazo[1,2-b]pyridazin-3-yl]-thiophen-2-yl}-ethanone

Procedure

Prepared as in example 5.6.3 from 1-[5-(6-fluoro-imidazo[1,2-b]pyridazine-3-yl)-thiophen-2-yl]-ethanone (50 mg, 0.2 mmol) and 3-fluoropropylamine hydrochloride [64068-31-1] (43 mg, 0.4 mmol). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 1.52 (s, 6H) 2.12-2.25 (m, 1H) 2.54 (s, 1H) 3.66-3.72 (m, 1H) 4.72 (t, J=5.51 Hz, 1H) 7.21 (s, 2H) 7.63-7.67 (m, 1H). LRMS (ESI) m/z 319.1 [(M+H)]+, calc'd for C15H15FN4OS: 318.38.

Sources & evidence

ORD record
ord-e14b083357c145089b450474b32d4f4b
Source dataset
uspto-grants-2015_03
Patent number
US08969565B2

Reaction notes

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