Sodium Hydroxide → HCID 59605500, Verbindung

To a suspension of 2-(2-cyclopropylbenzoimidazol-1-yl)-9-methyl-6-morpholin-4-yl-9H-purine-8-carbaldehyde (500 mg, 1.24 mmol) in EtOH (16 mL) was added AgNO3 (265 mg, 1.56 mmol) followed by a solution of NaOH (302 mg, 7.5 mmol) in H2O (5 mL). The resulting black suspension was allowed to stir at r.t. for 30 min then filtered through Celite® and the resulting filtrate concentrated in vacuo. The resulting residue was dissolved in H2O and basified by the addition of aq. NaOH. The aqueous phase was extracted with DCM then acidified to pH 2 with HCl. The aqueous phase was concentrated in vacuo to half volume then cooled on ice. The resulting precipitate was collected by filtration and dried in vacuo affording the title compound (280 mg, 55%). 1H NMR (DMSO, 400 MHz): δ 8.12-8.11 (1 H, m), 7.72-7.68 (1 H, m), 7.44-7.43 (2 H, m), 4.60 (4 H, brd s), 4.04 (3 H, s), 3.90-3.70 (4 H, m), 3.06-3.00 (1 H, m), 1.33-1.31 (4 H, m)

1. filtrationthen filtered through Celite®
2. concentrationthe resulting filtrate concentrated in vacuo
3. dissolutionThe resulting residue was dissolved in H2O
4. additionbasified by the addition of aq. NaOH
5. extractionThe aqueous phase was extracted with DCM
6. concentrationThe aqueous phase was concentrated in vacuo to half volume
7. temperaturethen cooled on ice
8. filtrationThe resulting precipitate was collected by filtration
9. customdried in vacuo

ORD-Eintrag

ord-9d472dc4bd4640d5a144178a9f076782

Quelldatensatz

uspto-grants-2013_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08394796B2