Sodium Hydroxide → HCID 68295992, compound

Participants

Reaction Conditions

Reaction Steps

O-benzylhydroxylamine hydrochloride (5.13 mmol) was dissolved in DCM (20 mL) and treated with 1N NaOH (6 mL). The phases were separated and the organic phase was washed with H2O, dried for 30 min using Na2SO4 and filtered. The obtained solution was cooled to 0° C. and slowly added a solution of HOSO2Cl (1.71 mmol) in dry DCM (5 mL). After 1 h at 0° C. a white precipitate was filtered off. The precipitate was washed with DCM and thereafter Et2O before being dried (freezedryer). The obtained dry compound was suspended in dry toluene (15 mL), added PCl5 (2.05 mmol) and stirred at reflux for 1 h. After being cooled to rt, the reaction mixture was filtered and the filtrate was concentrated in vacuo. The obtained oil was added neat to a solution of 4-(4,7-Diaza-spiro[2.5]oct-7-yl)-7H-pyrrolo[2,3-d]pyrimidine (Intermediate 21) (1.71 mmol) in pyridine (7 mL) and stirred at 40° C. for 16 h. The pure compound was obtained by standard preparative HPLC purification.

Provenance & Evidence