Diisopropylethylamine → HCID 44242929, Verbindung

HRID 631528Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 631528
[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11](=[O:19])OC2C=CC=CC=2)[N:7]([CH3:20])[N:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH3:21][O:22][C:23]1[CH:24]=[C:25]2[C:30](=[CH:31][C:32]=1[O:33][CH2:34][CH2:35][O:36][CH3:37])[N:29]=[CH:28][N:27]=[C:26]2[O:38][C:39]1[CH:40]=[C:41]([CH:43]=[CH:44][CH:45]=1)[NH2:42].C(N(C(C)C)CC)(C)C>CN(C1C=CN=CC=1)C>[C:1]([C:5]1[CH:9]=[C:8]([NH:10][C:11]([NH:42][C:41]2[CH:43]=[CH:44][CH:45]=[C:39]([O:38][C:26]3[C:25]4[C:30](=[CH:31][C:32]([O:33][CH2:34][CH2:35][O:36][CH3:37])=[C:23]([O:22][CH3:21])[CH:24]=4)[N:29]=[CH:28][N:27]=3)[CH:40]=2)=[O:19])[N:7]([CH3:20])[N:6]=1)([CH3:2])([CH3:3])[CH3:4]

Komponenten

5

Edukt 3

HCID 81531DiisopropylethylamineHCID 46196890phenyl 3-tert-butyl-1-methyl-1H-pyrazol-5-ylcarbamateHCID 668758053-(6-Methoxy-7-(2-methoxyethoxy)quinazolin-4-yloxy)aniline

Produkt 1

HCID 44242929HCID 44242929, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 142844-(Dimethylamino)pyridineKatalysator

Versuchsvorschrift

The procedure in 138B was used to react the carbamate from Example 157A (123 mg, 0.45 mmol) with 3-(6-methoxy-7-(2-methoxyethoxy)quinazolin-4-yloxy)aniline from Example 117B (103 mg, 0.30 mmol). To this solution was added diisopropylethyl amine (78 μL, 0.45 mmol) and DMAP (3.6 mg, 0.03 mmol). The reaction was concentrated to dryness. The resulting oil purified by silica gel chromatography eluting with ethyl acetate/dichloromethane 10-50% over 60 minutes. The main peak concentrated to a solid weighing 126 mg. 1H (DMSO-d6) 9.10 (s, 1H), 8.70 (s, 2H), 7.65 (m, 2H), 7.50 (m, 2H), 7.30 (m, 1H), 7.15 (s, 1H), 6.95 (m, 1H), 6.00 (s, 1H), 4.40 (s, 2H), 4.00 (s, 3H), 3.85 (s, 2H), 3.60 (s, 3H), 3.40 (s, 3H), 1.25 (s, 9H). LCMS (ESI) m/z 521 (M+H)

Aufarbeitung

  1. concentrationThe reaction was concentrated to dryness
  2. customThe resulting oil purified by silica gel chromatography
  3. washeluting with ethyl acetate/dichloromethane 10-50% over 60 minutes
  4. concentrationThe main peak concentrated to a solid

Quellen und Nachweise

ORD-Eintrag
ord-8f423ec6736e468d9748912585177e1f
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09320739B2

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