Hydroxyamine hydrochloride → HCID 178483044, Verbindung

HRID 1852876Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1852876
[ClH:1].[NH2:2][OH:3].C(=O)(O)[O-].[Na+].Cl[C:10]1[CH:11]=[C:12]([C:19]2[C:24]3[N:25]([CH2:37][C@H:38]4[CH2:43][CH2:42][C@H:41]([CH3:44])[CH2:40][CH2:39]4)[C:26]([N:28]4[CH2:33][CH2:32][O:31][C@@H:30]5[CH2:34][CH2:35][CH2:36][C@@H:29]45)=[N:27][C:23]=3[CH:22]=[C:21]([C:45]#[N:46])[N:20]=2)[C:13]([N:16]([CH3:18])[CH3:17])=[N:14][CH:15]=1>O.C(O)C>[Cl:1][C:10]1[CH:11]=[C:12]([C:19]2[C:24]3[N:25]([CH2:37][C@H:38]4[CH2:39][CH2:40][C@H:41]([CH3:44])[CH2:42][CH2:43]4)[C:26]([N:28]4[CH2:33][CH2:32][O:31][C@@H:30]5[CH2:34][CH2:35][CH2:36][C@@H:29]45)=[N:27][C:23]=3[CH:22]=[C:21]([C:45](=[NH:46])[NH:2][OH:3])[N:20]=2)[C:13]([N:16]([CH3:17])[CH3:18])=[N:14][CH:15]=1

Komponenten

6

Edukt 3

HCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium BicarbonateHCID 178483043HCID 178483043, Verbindung

Produkt 1

HCID 178483044HCID 178483044, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Hydroxylamine hydrochloride (4.3 mg, 0.07 mmol) and sodium bicarbonate (7 mg, 0.08 mmol) were dissolved in water (0.4 mL) and stirred at room temperature for 10 minutes, allowing gas to evolve. This solution was then added to a solution of 4-[5-chloro-2-(dimethylamino)pyridin-3-yl]-2-[(trans)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine-6-carbonitrile (racemic, 26 mg, 0.05 mmol) in ethanol (0.2 mL). This reaction mixture was stirred at 90° C. for 1 hour. The reaction mixture was concentrated and diluted with water (2 mL). The solid was filtered off to afford (crude) 4-[5-chloro-2-(dimethylamino)pyridin-3-yl]-2-[(trans)-hexahydrocyclopenta[b][1,4]oxazin-4(4aH)-yl]-N-hydroxy-3-[(trans-4-methylcyclohexyl)methyl]-3H-imidazo[4,5-c]pyridine-6-carboximidamide (racemic). MS ES calc'd. for C29H39ClN8O2 [M+H]+ 567. found 567.

Aufarbeitung

  1. stirringThis reaction mixture was stirred at 90° C. for 1 hour
  2. concentrationThe reaction mixture was concentrated
  3. additiondiluted with water (2 mL)
  4. filtrationThe solid was filtered off

Quellen und Nachweise

ORD-Eintrag
ord-8fdf1541072343dba66d6612d011eff9
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962611B2

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