Water → 3-Morpholino-5-nitropyridin-4-amine

HRID 1397093ノート

反応式

HRID 1397093 の反応式
Br[C:2]1[CH:3]=[N:4][CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=1[NH2:8].CCOC(C)=O.O.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[O:22]1[CH2:23][CH2:24][N:19]([C:2]2[CH:3]=[N:4][CH:5]=[C:6]([N+:9]([O-:11])=[O:10])[C:7]=2[NH2:8])[CH2:20][CH2:21]1

参加物

5

反応物 4

HCID 962WaterHCID 8083MorpholineHCID 8857Ethyl AcetateHCID 49975884-Amino-3-bromo-5-nitropyridine

生成物 1

HCID 583779133-Morpholino-5-nitropyridin-4-amine

実験手順

A solution of 3-bromo-5-nitropyridin-4-amine (XLVI) (1 eq.), in neat morpholine in a sealed tube was heated at 120-140° C. overnight. The solution was poured into a mixture of EtOAc and water. The organic layer was separated. The aqueous layer was extracted with EtOAc. The combined organic layers was washed with brine, dried over MgSO4 and concentrated to get a residue. The crude product was purified on a silica gel column eluting with chloroform:MeOH gradient. The fractions containing product were mixed and concentrated under vacuum. The residue was triturated with hexane to give 3-morpholino-5-nitropyridin-4-amine (LIII).

後処理

  1. customThe organic layer was separated
  2. extractionThe aqueous layer was extracted with EtOAc
  3. washThe combined organic layers was washed with brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customto get a residue
  7. customThe crude product was purified on a silica gel column
  8. washeluting with chloroform
  9. additionThe fractions containing product
  10. additionwere mixed
  11. concentrationconcentrated under vacuum
  12. customThe residue was triturated with hexane

出典と根拠

ORDレコード
ord-a840f538822e494a9dde57fde0d9d5d4
出典データセット
uspto-grants-2014_12
特許番号
US08901150B2

反応ノート

読み込み中…