Reaktion #1132541

Reaktionsgleichung

tert-Butyl 3-(methoxymethyl)-3-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)pyrrolidine-1-carboxylate

TFA

→

desired product

(3-(Methoxymethyl)pyrrolidin-3-yl)(3-(trifluoromethyl)-7,8-dihydro-1,6-naphthyridin-6(5H)-yl)methanone 2,2,2-trifluoroacetate

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe title compound was prepared
2. 2
   Sonstigethe solvents evaporated
3. 3
   workup.DISSOLUTIONThe residue was dissolved in CH2Cl2
4. 4
   Waschenthe organic layer was washed twice with 50 mL of saturated NaHCO3
5. 5
   Trocknendried over Na2SO4
6. 6
   SonstigeThe solvent was evaporated

Vorschrift

The title compound was prepared according to general procedure D described in connection with Scheme 2. tert-Butyl 3-(methoxymethyl)-3-(3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,6-naphthyridine-6-carbonyl)pyrrolidine-1-carboxylate (1.7 g, 3.84 mmole) was dissolved in 50 mL CH2Cl2 and 16 mL TFA was added at RT. The reaction mixture was stirred for 17 h and the solvents evaporated. The residue was dissolved in CH2Cl2 and the organic layer was washed twice with 50 mL of saturated NaHCO3 and then dried over Na2SO4. The solvent was evaporated to give product (1.3 g, quantitative yield) of the desired product. 1H NMR (400 MHz, CDCl3): δ 8.71 (s, 1H), 7.70 (s, 1H), 4.81 (s, 2H), 4.13-3.89 (m, 2H), 3.52-3.43 (m, 3H), 3.29 (s, 3H), 3.12-2.97 (m, 5H), 2.22-2.18 (m, 1H), 2.04-1.97 (m, 1H); MS (ESI) m/z: Calculated for C16H20F3N3O2(free base): 343.2. found: 344 (M+H)+.

Quelle