3-ethyl-5-nitro-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine → 3-ethyl-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazin-5-amine

HRID 589060Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 589060
[CH2:1]([C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[NH:8][C:7]2[C:9]([N+:13]([O-])=O)=[CH:10][CH:11]=[CH:12][C:6]=2[O:5][CH2:4]1)[CH3:2]>CO>[CH2:1]([C:3]1([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][N:17]=2)[NH:8][C:7]2=[C:9]([NH2:13])[CH:10]=[CH:11][CH:12]=[C:6]2[O:5][CH2:4]1)[CH3:2]

Komponenten

3

Edukt 1

HCID 904093673-ethyl-5-nitro-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine

Produkt 1

HCID 904099193-ethyl-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazin-5-amineAusbeute 40 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3-Ethyl-5-nitro-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazine (10 mg, 0.3 mmol) was dissolved in methanol (10 mL) in a Parr bottle, degassed with nitrogen, and palladium (10% on carbon) (10 mg) was added. The reaction vessel was pressurized to 50 PSI with hydrogen and shaken for 2 h. The reaction mixture was filtered and concentrated to give crude 3-ethyl-3-pyridin-2-yl-3,4-dihydro-2H-1,4-benzoxazin-5-amine (0.005 g, 40%). LCMS calculated for C15H18N3O (M+H)+: m/z=256.1. found: 256.0.

Aufarbeitung

  1. customdegassed with nitrogen, and palladium (10% on carbon) (10 mg)
  2. additionwas added
  3. filtrationThe reaction mixture was filtered
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e348552f4c5345058bd3983558b32559
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09227985B2

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