N-bromobutanimide → HCID 67388682, compound

HRID 908430Notes

Reaction equation

HRID 908430 reaction equation
[Br:1]N1C(=O)CCC1=O.[F:9][C:10]1[C:15]2[N:16]=[C:17]([C:19]3[C:20]([NH2:25])=[N:21][CH:22]=[CH:23][CH:24]=3)[O:18][C:14]=2[CH:13]=[CH:12][CH:11]=1>O1CCCC1>[Br:1][C:23]1[CH:24]=[C:19]([C:17]2[O:18][C:14]3[CH:13]=[CH:12][CH:11]=[C:10]([F:9])[C:15]=3[N:16]=2)[C:20]([NH2:25])=[N:21][CH:22]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 45103347HCID 45103347, compound

Product 1

HCID 67388682HCID 67388682, compoundYield 94.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

1-bromopyrrolidine-2,5-dione (427 mg) was added to a stirred solution of 3-(4-fluoro-1,3-benzoxazol-2-yl)pyridin-2-amine (500 mg) dissolved in tetrahydrofuran (20 ml) over a period of 5 minutes. The resulting solution was stirred at 25° C. for 2 hours. The solvent was evaporated and the residue was washed with water and dried over P2O5 under reduced pressure to afford 5-bromo-3-(4-fluoro-1,3-benzoxazol-2-yl)pyridin-2-amine (637 mg) as a solid. Mass spectrum: M+H+ 307-309, R.T. 3.95 min.

Workup

  1. customThe solvent was evaporated
  2. washthe residue was washed with water
  3. dry with materialdried over P2O5 under reduced pressure

Sources & evidence

ORD record
ord-a760899cf9d340dd93fefc7acc4d72c4
Source dataset
uspto-grants-2011_09
Patent number
US08017611B2

Reaction notes

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