4-Fluorobenzaldehyde → HCID 49856295, compound

HRID 1042016Notes

Reaction equation

HRID 1042016 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][CH:5]=[CH:4][N:3]=1.[F:8][C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1.[F:17][C:18]1[CH:23]=[CH:22][C:21]([N+:24]#[C-:25])=[CH:20][CH:19]=1>CO>[F:17][C:18]1[CH:23]=[CH:22][C:21]([NH:24][C:25]2[N:3]3[CH:4]=[CH:5][N:6]=[CH:7][C:2]3=[N:1][C:13]=2[C:12]2[CH:15]=[CH:16][C:9]([F:8])=[CH:10][CH:11]=2)=[CH:20][CH:19]=1

Participants

5

Reactant 3

HCID 680234-FluorobenzaldehydeHCID 78747AminopyrazineHCID 27348011-fluoro-4-isocyanobenzene

Product 1

HCID 49856295HCID 49856295, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

Example 26 was synthesized by the following way: to a stirred solution of 2-aminopyrazine (683 mg, 7.18 mmol) in 50 mL of MeOH were added 4-fluorobenzaldehyde (1.16 mL, 10.8 mmol), 1-fluoro-4-isocyanobenzene (1.0 g, 8.25 mmol), and followed by 1.0 N HClO4 in MeOH (0.72 mL, 0.72 mmol). The reaction mixture was stirred at room temperature overnight. The reaction mixture was concentrated and the residue was subjected to flash chromatography purification. The collected organic solution was concentrated to give the title compound as yellow oil.

Workup

  1. customExample 26 was synthesized by the following way
  2. concentrationThe reaction mixture was concentrated
  3. customthe residue was subjected to flash chromatography purification
  4. concentrationThe collected organic solution was concentrated

Sources & evidence

ORD record
ord-1df11dde906c4aeba8cf4e0754d8e90b
Source dataset
uspto-grants-2013_10
Patent number
US08557801B2

Reaction notes

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