Pyridine → HCID 18516847, compound

HRID 1370089Notes

Reaction equation

HRID 1370089 reaction equation
[NH2:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:16]([C:17]#[N:18])=[CH:15][N:14]=[C:13]([NH:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[N:12]=2)=[CH:7][CH:6]=1)([CH3:4])[CH3:3].N1C=CC=CC=1.[C:33](OC(=O)C)(=[O:35])[CH3:34]>C(Cl)(Cl)Cl>[C:33]([NH:1][C:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:16]([C:17]#[N:18])=[CH:15][N:14]=[C:13]([NH:19][C:20]3[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=3)[N:12]=2)=[CH:7][CH:6]=1)([CH3:4])[CH3:3])(=[O:35])[CH3:34]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 18517016HCID 18517016, compound

Product 1

HCID 18516847HCID 18516847, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a suspension of the compound of Example 20 (100 mg 0.29 mmol) in CHCl3 (8 mL) was added pyridine (0.1 mL) and acetic anhydride (0.1 mL). The reaction was stirred at ambient temperature for 6 h. The reaction was then washed with 2M HCl and saturated NaHCO3, dried (MgSO4), and concentrated under reduced pressure to give the title compound (103 mg) as a yellow solid, m.p. 212-216°. δH 8.69 (1H, s), 8.06 (2H, d, J 8.4 Hz), 7.63-7.60 (2H, m), 7.56 (2H, d, J 8.4 Hz), 7.12-7.08 (2H, m), 5.82 (1H, s), 2.03 (3H, s) and 1.74 (6H, s).

Workup

  1. washThe reaction was then washed with 2M HCl and saturated NaHCO3
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-388f22c26c5d4e1e9af67b6558625285
Source dataset
uspto-grants-2003_06
Patent number
US06579983B1

Reaction notes

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