Hydrochloric Acid → 2,2-Dimethyl-3-(2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yloxy)propan-1-amine trihydrochloride

HRID 876510Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 876510
[CH3:1][C:2]([CH3:34])([CH2:12][O:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23]=1[N:22]=[C:21]([C:24]1[N:28]3[CH:29]=[CH:30][C:31]([CH3:33])=[CH:32][C:27]3=[N:26][N:25]=1)[CH:20]=[CH:19]2)[CH2:3][NH:4]C(=O)OC(C)(C)C.[ClH:35]>ClCCl>[ClH:35].[ClH:35].[ClH:35].[CH3:1][C:2]([CH3:34])([CH2:12][O:13][C:14]1[CH:15]=[CH:16][CH:17]=[C:18]2[C:23]=1[N:22]=[C:21]([C:24]1[N:28]3[CH:29]=[CH:30][C:31]([CH3:33])=[CH:32][C:27]3=[N:26][N:25]=1)[CH:20]=[CH:19]2)[CH2:3][NH2:4]

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 67230779Tert-butyl 2,2-dimethyl-3-(2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yloxy)propylcarbamate

Produkt 1

HCID 672331932,2-Dimethyl-3-(2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yloxy)propan-1-amine trihydrochlorideAusbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of tert-butyl 2,2-dimethyl-3-(2-(7-methyl-[1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yloxy)propylcarbamate (35 mg, 0.076 mmol) and hydrochloric acid (4 M in dioxane, 0.57 mL, 2.3 mmol) in dichloromethane (0.5 mL) was stirred overnight. The reaction was concentrated under reduced pressure. The residue was evaporated from twice from toluene, once from hexanes, triturated with hexanes, filtered and dried in vacuo to provide 25 mg (70%) of desired product as the trihydrochloride salt. MS ESI (+) m/z 362 (M+1) detected.

Aufarbeitung

  1. concentrationThe reaction was concentrated under reduced pressure
  2. customThe residue was evaporated from twice from toluene
  3. customonce from hexanes, triturated with hexanes
  4. filtrationfiltered
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-2900ba3aa5ae4292a26bf23af6c8eab8
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987251B2

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