Reaktion #1128104

Reaktionsgleichung

carbonate

ammonia

8-methoxy-5-methyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-ylamine

methoxy ethanol

(2,5-Dichloro-pyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine

DL-10_camphorsulfonic acid

→

product

Ausbeute 34.0%

5-Chloro-N*2*-(7-methoxy-1-methyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-8-yl)-N*4*-(2-methoxy-4-morpholin-4-yl-phenyl)-pyrimidine-2,4-diamine

Ausbeute 34.0%

Lösungsmittel

Methanol

methanol

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo 40 ml sure-seal
2. 2
   Sonstigereaction vial
3. 3
   TemperaturThe reaction was heated
4. 4
   Temperaturto reflux for 3 hours
5. 5
   FiltrationThe solid was filtered
6. 6
   Waschenwashed with methanol
7. 7
   SonstigeThe solvent was removed under vacuum
8. 8
   Sonstigeto afford a red solid

Vorschrift

To 40 ml sure-seal reaction vial, 8-methoxy-5-methyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-7-ylamine (0.21 g, 1 mmole), methoxy ethanol (6 ml), and (2,5-Dichloro-pyrimidin-4-yl)-(2-methoxy-4-morpholin-4-yl-phenyl)-amine (0.30 g, 0.8 mmole), DL-10_camphorsulfonic acid (0.47 g, 2 mmoles) were added. The reaction was heated to reflux for 3 hours. Upon cooling to room temperature, Methanol (10 ml) and MP-carbonate (0.70 g, 2.2 mmoles) were added. The reaction was stirred for one hour. The solid was filtered and washed with methanol. The solvent was removed under vacuum to afford a red solid. The product (0.18 g, 34% yield) was isolated via column chromatography with dichloromethane and ammonia in methanol (2% to 30% ammonia in methanol) as eluant. NMR 1H-(CDCl3)-δ-8.28 (d, 1H, J=8.08 Hz), 8.06 (s, 1H), 8.05 (bs, 1H), 7.57 (bs, 1H), 7.40 (bs, 1H), 6.72 (bs, 1H), 6.55 (bs, 1H), 6.54 (d, 1H, J=9.60 Hz), 3.93 (s, 3H), 3.88-3.92 (m, 6H), 3.87 (s, 3H), 3.16 (t, 4H, J=4.55 Hz), 3.06-3.18 (m, 2H), 2.90-2.94 (m, 2H), 2.74 (s, 3H). LCMS (ESI+) 527.45 (M+H)

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