Reaktion #156603

ord-9dbeff121db74749b014cee3df4161d1

Reaktionsgleichung

COC(=O)c1ccc2c(c1)CCN(c1ccc(N3CC[C@@H](N(C)C)C3)c(F)c1)C2=O
2-[4-((R)-3-dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid methyl ester
[Na+].[OH-]
sodium hydroxide
CO
methanol
→
CN(C)[C@@H]1CCN(c2ccc(N3CCc4cc(C(=O)O)ccc4C3=O)cc2F)C1
2-[4-((R)-3-Dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid

Edukte

COC(=O)c1ccc2c(c1)CCN(c1ccc(N3CC[C@@H](N(C)C)C3)c(F)c1)C2=O
2-[4-((R)-3-dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid methyl ester
[Na+].[OH-]
sodium hydroxide
CO
methanol

Reagenzien

Keine

Lösungsmittel

O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturunder reflux for 2 hours
  2. 2
    Einengenconcentrated
  3. 3
    SonstigeThe product with the molecular weight of 397.45 (C22H24FN3O3) was obtained in this way

Vorschrift

A mixture of 2-[4-((R)-3-dimethylaminopyrrolidin-1-yl)-3-fluorophenyl]-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylic acid methyl ester (0.80 g), sodium hydroxide (78 mg), methanol (20 mL) and water (10 mL) was boiled under reflux for 2 hours and then concentrated. The product with the molecular weight of 397.45 (C22H24FN3O3) was obtained in this way; MS (ESI): 398 (M+H+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08822495B2uspto-grants-2014_09