Benzonitrile, 4-bromo- → 4-(2-Formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)benzonitrile

HRID 718697Notes

Reaction equation

HRID 718697 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[C:8]3[N:9]([CH:13]=[C:14]([CH:16]=[O:17])[N:15]=3)[N:10]=[CH:11][CH:12]=2)[CH2:3][CH2:2]1.Br[C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1>>[CH:16]([C:14]1[N:15]=[C:8]2[C:7]([N:4]3[CH2:3][CH2:2][O:1][CH2:6][CH2:5]3)=[CH:12][CH:11]=[N:10][N:9]2[C:13]=1[C:19]1[CH:26]=[CH:25][C:22]([C:23]#[N:24])=[CH:21][CH:20]=1)=[O:17]

Participants

3

Reactant 2

HCID 12162Benzonitrile, 4-bromo-HCID 1177286388-Morpholinoimidazo[1,2-b]pyridazine-2-carbaldehyde

Product 1

HCID 1177284454-(2-Formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)benzonitrile

Procedure

Compound 5e (162 mg, 0.698 mmol) was coupled with 4-bromobenzonitrile (190 mg, 1.04 mmol) using the procedures described in Example 20, Step A to afford compound 76a. Mass spectrum (LCMS, ESI pos.) Calcd. For C18H15N5O2: 334.1 (M+H). found 334.1.

Sources & evidence

ORD record
ord-0253c44f97fd40a4b8482d656312a389
Source dataset
uspto-grants-2015_11
Patent number
US09193736B2

Reaction notes

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