Triethylamine → 6-chloro-N-(4-ethoxyphenyl)imidazo[1,2-b]pyridazin-8-amine

HRID 2239818Notes

Reaction equation

[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([NH2:10])=[CH:8][CH:9]=1.C(N(CC)CC)C.Cl.Br[C:20]1[C:21]2[N:22]([CH:27]=[CH:28][N:29]=2)[N:23]=[C:24]([Cl:26])[CH:25]=1>CCO>[Cl:26][C:24]1[CH:25]=[C:20]([NH:10][C:7]2[CH:8]=[CH:9][C:4]([O:3][CH2:2][CH3:1])=[CH:5][CH:6]=2)[C:21]2[N:22]([CH:27]=[CH:28][N:29]=2)[N:23]=1

Participants

Conditions

Temperature: 90 °C

Procedure

(1c variation 2) p-Phenetidine (1.0 eq, 0.149 mmol) and triethyamine (33 mg, 0.327 mmol) were added to a mixture of 8-bromo-6-chloroimidazo[1,2-b]pyridazine hydrochloride (40 mg, 0.149 mmol) from 1b in EtOH (1.5 mL). The mixture was heated to 90° C. and stirred for 24-48 hours. The solution was then concentrated in vacuo to give crude 6-chloro-N-(4-ethoxyphenyl)imidazo[1,2-b]pyridazin-8-amine.

Workup

concentrationThe solution was then concentrated in vacuo

Sources & evidence

ORD record: ord-6270dc667caf4875899d99819a6a14bb
Source dataset: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07723336B2

Reaction notes

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