Water → HCID 18796659, compound

Temperature

-78 °C

A solution of 1.5 ml of dimethyl sulfoxide in 5 ml of methylene chloride was dropped into a solution of 1.0 ml (11 mmol) of oxalyl chloride in 10 ml of methylene chloride under stirring at -78° C. The obtained mixture was stirred at -78° C. for 15 minutes, followed by the dropwise addition of a solution of 0.74 g (2.2 mmol) of 2-hydroxymethyl-4-(3,4-methylenedioxybenzyl)amino-6-methoxyquinazoline in 7 ml of dimethyl sulfoxide. After the mixture thus obtained had been stirred at -78° C. for 20 minutes, 5 ml of triethylamine was dropped into the resulting mixture. The mixture thus prepared was stirred for 30 minutes, while raising the temperature to room temperature. Water was added to the reaction mixture and the resulting mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was distilled under a reduced pressure to remove the solvent. Thus, 0.74 g of the title compound was obtained as a crude brown oil.

1. stirringThe obtained mixture was stirred at -78° C. for 15 minutes
2. customAfter the mixture thus obtained
3. stirringhad been stirred at -78° C. for 20 minutes
4. customThe mixture thus prepared
5. stirringwas stirred for 30 minutes
6. temperaturewhile raising the temperature to room temperature
7. extractionthe resulting mixture was extracted with chloroform
8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
9. filtrationfiltered
10. distillationThe filtrate was distilled under a reduced pressure
11. customto remove the solvent

ORD record

ord-4141157072a54c47959f59600ba2cc07

Source dataset

uspto-grants-1997_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05693652