3-(3-Fluorophenyl)-3-oxopropanenitrile → 2-(4-chloro-3-(3-fluorophenyl)-5-phenyl-1H-pyrazolo[3,4-c]pyridazin-1-yl)-1-morpholinoethanone

HRID 1775575Notes

Reaction equation

HRID 1775575 reaction equation
[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][N:5]=[C:4]2[N:14]([CH2:24][C:25]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)=[O:26])[N:15]=[C:16](C3C=CC(F)=CC=3)[C:3]=12.[F:33][C:34]1[CH:35]=[C:36]([CH:42]=[CH:43][CH:44]=1)C(CC#N)=O>>[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[N:6][N:5]=[C:4]2[N:14]([CH2:24][C:25]([N:27]3[CH2:28][CH2:29][O:30][CH2:31][CH2:32]3)=[O:26])[N:15]=[C:16]([C:43]3[CH:42]=[CH:36][CH:35]=[C:34]([F:33])[CH:44]=3)[C:3]=12

Participants

3

Reactant 2

HCID 27589483-(3-Fluorophenyl)-3-oxopropanenitrileHCID 665761742-(4-chloro-3-(4-fluorophenyl)-5-phenyl-1H-pyrazolo[3,4-c]pyridazin-1-yl)-1-morpholinoethanone

Product 1

HCID 665761752-(4-chloro-3-(3-fluorophenyl)-5-phenyl-1H-pyrazolo[3,4-c]pyridazin-1-yl)-1-morpholinoethanone

Procedure

Example 69 (Compound 76) was synthesised following a similar procedure outlined in Example 68 (Compound 75), using 3-fluorobenzoylacetonitrile instead of 4-fluorobenzoylacetonitrile in step 1. Compound 76 was obtained as a yellow solid (4.8 mg).

Workup

  1. customExample 69 (Compound 76) was synthesised

Sources & evidence

ORD record
ord-9171f5e2e8634d1a847ad19c88d328d1
Source dataset
uspto-grants-2016_02
Patent number
US09260381B2

Reaction notes

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