Hydrochloric Acid → 9-Iodo-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

HRID 532874Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 532874
[Cl-].[C:2]([CH2:5][CH:6]1[C:15]2[C:10](=[C:11]([I:16])[CH:12]=[CH:13][CH:14]=2)[CH2:9][CH2:8][N:7]1[C:17](=[O:20])[CH2:18][NH3+:19])(O)=[O:3].C(OC(NCC(N1CCC2C(=CC=CC=2I)C1CC([O-])=O)=O)=O)(C)(C)C.[Na+].Cl>O1CCOCC1>[I:16][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]2[C:10]=1[CH2:9][CH2:8][N:7]1[C:17](=[O:20])[CH2:18][NH:19][C:2](=[O:3])[CH:5]=[C:6]12

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 86711322Sodium 2-(2-(2-((tert-butoxycarbonyl)amino)acetyl)-5-iodo-1,2,3,4-tetrahydroisoquinolin-1-yl)acetateHCID 867113252-(1-(carboxymethyl)-5-iodo-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethanaminium chloride

Produkt 1

HCID 867113799-Iodo-3,4,7,8-tetrahydro-[1,4]diazepino[7,1-a]isoquinoline-2,5-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

2-(1-(carboxymethyl)-5-iodo-3,4-dihydroisoquinolin-2(1H)-yl)-2-oxoethanaminium chloride. A suspension of sodium 2-(2-(2-((tert-butoxycarbonyl)amino)acetyl)-5-iodo-1,2,3,4-tetrahydroisoquinolin-1-yl)acetate (49.8 g, 100 mmol) in dry dioxane (1 L) was treated with an aqueous solution of HCl (4M, 280 ml, 1.12 mol) and the mixture was stirred at RT for 18 h. The reaction mixture was then concentrated in vacuo to give the title compound (46.1 g) as a beige powder that was used as it is in the next step. UPLC-MS: MS 375.1 (M+H+); UPLC rt 0.60 min.

Aufarbeitung

  1. concentrationThe reaction mixture was then concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-51cb428dae54415a92b4352b7dfe8c1e
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08853203B2

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