4-(2-Formyl-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)benzonitrile → (E)-2-(2-(3-(4-cyanophenyl)-8-morpholinoimidazo[1,2-b]pyridazin-2-yl)vinyl)quinoline-5-carboxylic acid
Reaction equation
C([O:3][C:4]([C:6]1[C:7]2[CH:8]=[CH:9][C:10]([CH2:16]P(OCC)(OCC)=O)=[N:11][C:12]=2[CH:13]=[CH:14][CH:15]=1)=[O:5])C.[CH:25]([C:27]1[N:28]=[C:29]2[C:34]([N:35]3[CH2:40][CH2:39][O:38][CH2:37][CH2:36]3)=[CH:33][CH:32]=[N:31][N:30]2[C:41]=1[C:42]1[CH:49]=[CH:48][C:45]([C:46]#[N:47])=[CH:44][CH:43]=1)=O>>[C:46]([C:45]1[CH:48]=[CH:49][C:42]([C:41]2[N:30]3[N:31]=[CH:32][CH:33]=[C:34]([N:35]4[CH2:40][CH2:39][O:38][CH2:37][CH2:36]4)[C:29]3=[N:28][C:27]=2/[CH:25]=[CH:16]/[C:10]2[CH:9]=[CH:8][C:7]3[C:6]([C:4]([OH:3])=[O:5])=[CH:15][CH:14]=[CH:13][C:12]=3[N:11]=2)=[CH:43][CH:44]=1)#[N:47]Participants
3
Procedure
Compound 73d (55.0 mg, 0.165 mmol) was reacted under Horner-Emmons coupling conditions with compound 76a (58.0 mg, 0.165 mmol) using the procedures described in Example 74, Step B to afford compound 76b. Mass spectrum (LCMS, ESI pos.) Calcd. For C29H22N6O3: 503.2 (M+H). found 503.2.
Sources & evidence
- ORD record
- ord-81f371c2fc924923b3bf6fc123c23adf
- Source dataset
- uspto-grants-2015_11
- Patent number
- US09193736B2
Reaction notes
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