Reaktion #1780214

Reaktionsgleichung

HCl

ether

(R)-isopropyl 1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate

ether

→

(R)-isopropyl 1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate hydrochloride

Ausbeute 80.0%

Lösungsmittel

CH2Cl2

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea precipitate formed
2. 2
   FiltrationThe solid was collected by vacuum filtration
3. 3
   Sonstigedried

Vorschrift

Under an N2 atmosphere, a 2.0 M HCl solution in ether (0.30 mL, 0.60 mmol) was added to a solution of (R)-isopropyl 1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate (246 mg, 0.6 mmol) in a mixture of CH2Cl2 (10 mL) and MeOH (1 mL). After the addition of ether (15 mL), a precipitate formed, and the mixture was stirred for an additional 20 minutes. The solid was collected by vacuum filtration and dried to obtain (R)-isopropyl 1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)pyrrolidin-3-ylcarbamate hydrochloride (HCl salt of compound 12) (215 mg, 80%). 1H NMR (400 MHz, DMSO-d6) δ 8.22 (d, J=8.1 Hz, 1H), 8.14 (dd, J=7.9, 1.4 Hz, 1H), 7.69 (s, 1H), 7.54-7.48 (m, 2H), 7.08-7.03 (m, 2H), 4.77-4.71 (m, 1H), 4.25-4.12 (m, 4H), 3.93-3.91 (m, 1H), 2.50 (s, 3H), 2.25-2.23 (m, 1H), 2.06-2.03 (m, 1H), 1.16-1.12 (m, 6H) ppm. LC/MS: m/z 407.5 (M+H)+ at 2.43 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Quelle