Methanol → 7-morpholino-6,7,8,9-tetrahydro-5H-benzo[7]annulen-3-amine

HRID 1040700Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1040700
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[CH2:13][CH2:12][CH:11]([N:14]3[CH2:19][CH2:18][O:17][CH2:16][CH2:15]3)[CH2:10][CH2:9][C:8]=2[CH:20]=1)([O-])=O.CO>>[N:14]1([CH:11]2[CH2:10][CH2:9][C:8]3[CH:20]=[C:4]([NH2:1])[CH:5]=[CH:6][C:7]=3[CH2:13][CH2:12]2)[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1

Komponenten

3

Edukt 2

HCID 887MethanolHCID 67263703HCID 67263703, Verbindung

Produkt 1

HCID 574161367-morpholino-6,7,8,9-tetrahydro-5H-benzo[7]annulen-3-amine

Versuchsvorschrift

Into a Parr pressure reactor was added 4-(2-nitro-6,7,8,9-tetrahydro-5H-benzocyclohepten-7-yl)-morpholine (200 mg, 0.0007 mol) in methanol (6 mL, 0.1 mol). The reaction was placed under 40 psi for 10 h. HPLC indicated no starting material remaining. The reaction mixture was filtered through celite. The celite was further washed with methanol and DMF. The filtrated was concentrated in vacuo to a tannish-brown solid which was confirmed as product by both 1HNMR and LCMS. Material was carried on without further purification to give 7-Morpholin-4-yl-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ylamine 1HNMR (400 MHz, CDCl3) δ 6.89 (d, 1H, J=7.8 Hz), 6.49 (s, 1H), 6.45 (d, 1H, J=7.8 Hz), 3.70 (broad s, 4H), 3.52 (broad s, 1H), 2.68-2.77 (m, 2H), 2.56 (broad s, 4H), 2.05 (m, 2H), 1.59 (broad s, 2H), 1.39 (m, 2H), 1.22 (m, 2H).

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through celite
  2. washThe celite was further washed with methanol and DMF
  3. concentrationThe filtrated was concentrated in vacuo to a tannish-brown solid which
  4. customMaterial was carried on without further purification

Quellen und Nachweise

ORD-Eintrag
ord-8f5f9709bdcd437ca08e694486c65437
Quelldatensatz
uspto-grants-2013_10
Patentnummer
US08552186B2

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