2-Amino-1-butanol → 2-(3-Bromoimidazo[1,2-b]pyridazin-6-ylamino)butan-1-ol

HRID 1162100Notes

Reaction equation

HRID 1162100 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.[NH2:12][CH:13]([CH2:16][CH3:17])[CH2:14][OH:15].C(Cl)Cl.CO.[NH4+].[OH-]>>[Br:1][C:2]1[N:6]2[N:7]=[C:8]([NH:12][CH:13]([CH2:16][CH3:17])[CH2:14][OH:15])[CH:9]=[CH:10][C:5]2=[N:4][CH:3]=1

Participants

4

Reactant 3

HCID 221292-Amino-1-butanolHCID 128723233-Bromo-6-chloroimidazo(1,2-b)pyridazineHCID 21896990Dichloromethane methanol ammonium hydroxide

Product 1

HCID 574706232-(3-Bromoimidazo[1,2-b]pyridazin-6-ylamino)butan-1-ol

Procedure

Prepared from 3-bromo-6-chloroimidazo[1,2-b]pyridazine and 2-aminobutan-1-ol according to general procedure 1 providing the amino compound (70 mg, 18%) as yellow solid: Rf=0.53 (CH2Cl2/MeOH/NH4OH, 160:18:2); 1H NMR (500 MHz, CDCl3) δ 7.59 (d, J=9.5 Hz, 1H), 7.48 (s, 1H), 6.45 (d, J=9.5 Hz, 1H), 4.51 (d, J=6.3 Hz, 1H), 3.97-3.90 (m, 2H), 3.75-3.72 (m, 1H), 2.65 (br, 1H), 1.76-1.64 (m, 2H), 1.04 (t, 3H); ES-MS: (M+H)=285, 287 m/z.

Sources & evidence

ORD record
ord-584bca6f53fe483cb312eb0512d96d59
Source dataset
uspto-grants-2010_10
Patent number
US07820670B2

Reaction notes

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