3-Bromopyridine → 6-Chloro-8-morpholino-3-(pyridin-3-yl)imidazo[1,2-b]pyridazine-2-carbaldehyde

HRID 718692Notes

Reaction equation

HRID 718692 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:13]2[CH2:18][CH2:17][O:16][CH2:15][CH2:14]2)[C:5]2[N:6]([CH:8]=[C:9]([CH:11]=[O:12])[N:10]=2)[N:7]=1.Br[C:20]1[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([N:13]2[CH2:14][CH2:15][O:16][CH2:17][CH2:18]2)[C:5]2[N:6]([C:8]([C:20]3[CH:21]=[N:22][CH:23]=[CH:24][CH:25]=3)=[C:9]([CH:11]=[O:12])[N:10]=2)[N:7]=1

Participants

3

Reactant 2

HCID 122863-BromopyridineHCID 1177287016-Chloro-8-morpholinoimidazo[1,2-b]pyridazine-2-carbaldehyde

Product 1

HCID 1177283226-Chloro-8-morpholino-3-(pyridin-3-yl)imidazo[1,2-b]pyridazine-2-carbaldehyde

Procedure

Compound 73e was a coupled with 3-bromopyridine (0.100 mL, 1.25 mmol) according to the procedures described in Example 20, Step A to afford compound 73f. Mass Spectrum (LCMS, ESI pos.): Calcd. for C16H14ClN5O2: 344.0 (M+H). found: 344.0.

Sources & evidence

ORD record
ord-5042d48f647a49afbf3dd504a763b559
Source dataset
uspto-grants-2015_11
Patent number
US09193736B2

Reaction notes

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