Acetonitrile → HCID 178481927, compound

HRID 1617267Notes

Reaction equation

HRID 1617267 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[C:4]([CH2:14][C:15]1[N:19]=[CH:18][N:17](C)[N:16]=1)=[N:5][NH:6][C:7]2=[O:13].[F:21][C:22]1[CH:29]=[CH:28][C:25]([CH:26]=O)=[CH:24][CH:23]=1.[C:30](#N)C>>[F:12][C:10]1[CH:9]=[C:8]2[C:3]([C:4]([CH2:14][C:15]3[N:16]([CH3:30])[N:17]=[CH:18][N:19]=3)=[N:5][NH:6][C:7]2=[O:13])=[C:2](/[N:1]=[CH:26]/[C:25]2[CH:28]=[CH:29][C:22]([F:21])=[CH:23][CH:24]=2)[CH:11]=1

Participants

4

Reactant 3

HCID 6342AcetonitrileHCID 680234-FluorobenzaldehydeHCID 673531815-amino-7-fluoro-4-((l-methyl-1H-1,2,4-triazol-3-yl)methyl) phthalazin-1(2H)-one

Product 1

HCID 178481927HCID 178481927, compoundYield 52%

Procedure

To a suspended of 5-amino-7-fluoro-4-((1-methyl-1H-1,2,4-triazol-3-yl)methyl)phthalazin-1-(2H)-one (7) (1.6 g, 5.8 mmol) in acetonitrile (50 mL) was added 4-fluorobenzaldehyde (2.2 g, 17.5 mmol). The mixture was stirred under reflux under nitrogen for 48 hours. The precipitate was filtered and washed with a mixture of solvents (ethyl acetate/hexane, 1:1, 10 mL). After drying in vacuum, it afforded the title compound as a yellow solid (1.2 g, yield 52%). LC-MS (ESI) m/z: 381 (M+1)+.

Workup

  1. temperatureunder reflux under nitrogen for 48 hours
  2. filtrationThe precipitate was filtered
  3. washwashed with a mixture of solvents (ethyl acetate/hexane, 1:1, 10 mL)
  4. customAfter drying in vacuum, it

Sources & evidence

ORD record
ord-c79c2091e29b47f192e5264bfd3c1606
Source dataset
uspto-grants-2014_07
Patent number
US08765945B2

Reaction notes

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