1-(Chloromethoxy)-2-methoxyethane → HCID 68486204, compound

Participants

Reaction Steps

To a mixture of 1-(7-iodo-4-oxo-3,4-dihydro-quinazolin-2-yl)-1H-pyrazole-4-carboxylic acid ethyl ester (1.65 g, 4.02 mmol) and THF (20 mL) was added DIPEA (2.10 mL, 12.1 mmol) followed by 1-chloromethoxy-2-methoxy-ethane (1.01 mL, 8.85 mmol) at 23° C. After stirring for 18 h, the reaction mixture was concentrated under reduced pressure. The residue was used in subsequent reactions without further purification (1.89 g, 94%). MS (ESI): mass calcd. for C18H19IN4O5, 498.0; m/z found, 499.0 [M+H]+. 1H NMR (600 MHz, DMSO-d6): 8.85 (d, J=0.6 Hz, 1H), 8.30 (d, J=0.6 Hz, 1H), 8.17 (d, J=1.4 Hz, 1H), 8.00 (dd, J=8.3, 1.6 Hz, 1H), 7.95 (d, J=8.3 Hz, 1H), 5.65 (s, 2H), 4.30 (q, J=7.1 Hz, 2H), 3.50-3.48 (m, 2H), 3.26-3.23 (m, 2H), 3.05 (s, 3H), 1.31 (t, J=7.1 Hz, 3H).

Provenance & Evidence