Diisopropylethylamine → (1-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indol-6-yl)(1,3-oxazinan-3-yl)methanone

HRID 630480Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 630480
ON1C2N=CC=CC=2N=N1.[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:19]=[N:20][C:21]([N:24]2[C:32]3[C:27](=[CH:28][CH:29]=[C:30]([C:33](O)=[O:34])[CH:31]=3)[C:26]([CH3:36])=[CH:25]2)=[N:22][CH:23]=1.[O:37]1[CH2:42][CH2:41][CH2:40][NH:39][CH2:38]1.C(N(C(C)C)CC)(C)C>ClCCl>[F:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[C:18]1[CH:19]=[N:20][C:21]([N:24]2[C:32]3[C:27](=[CH:28][CH:29]=[C:30]([C:33]([N:39]4[CH2:40][CH2:41][CH2:42][O:37][CH2:38]4)=[O:34])[CH:31]=3)[C:26]([CH3:36])=[CH:25]2)=[N:22][CH:23]=1

Komponenten

6

Edukt 4

HCID 81531DiisopropylethylamineHCID 181649HOAtHCID 2873641,3-OxazinaneHCID 1186662451-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indole-6-carboxylic acid

Produkt 1

HCID 118671765(1-(5-(2-Fluorophenyl)pyrimidin-2-yl)-3-methyl-1H-indol-6-yl)(1,3-oxazinan-3-yl)methanone

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

EDCxHCl (109 mg, 0.57 mmol) and 1-hydroxy-7-azabenzotriazole (17 mg, 0.12 mmol) were added to a solution of acid 89b) (200 mg, 0.50 mmol), 1,3-oxazinane (43.1 mg, 0.50 mmol) and diisopropylethylamine (0.13 mL, 0.74 mmol) in dichloromethane (2 mL) and the reaction mixture was stirred at room temperature for 18 h. The solvent was evaporated and the residue purified by column chromatography [silica, heptane with 5 to 100% ethyl acetate]. White solid. Yield: 51 mg. HPLC-MS: m/z [M+H]+=417.2

Aufarbeitung

  1. customThe solvent was evaporated
  2. customthe residue purified by column chromatography [silica, heptane with 5 to 100% ethyl acetate]

Quellen und Nachweise

ORD-Eintrag
ord-d85ea18ce22247b58dafdbfe25f54d63
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09315490B2

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