Acetone → HCID 13749170, compound

Temperature

25 °C

Molecular sieves (20 g, 4 Å type) were added to a solution of 6,7,8,9-tetrahydro-10-methylpyrido[1,2-a]indol-9-amine hydrochloride (8 g, 40 mmol, described in Example 20, Step 2) in acetone (200 mL). The reaction mixture was stirred at 25° C. for 14 hours. The sieves were removed by filtration and benzene (25 mL) was added to the filtrate. The mixture was evaporated and the residue dissolved in methanol (100 mL). Sodium borohydride (2 g, 52.6 mmol) was added portionwise and the reaction mixture stirred at 25° C. overnight. After evaporation of the mixture in vacuo, the residue was partitioned between water (60 mL) and ether (100 mL). The separated organic layer was dried over MgSO4, filtered, and evaporated. The residue was chromatographed on silica gel (120 g). Elution with 2% methanol in chloroform afforded 6 g (62%) of the title base as a yellowish oil.

1. customThe sieves were removed by filtration and benzene (25 mL)
2. additionwas added to the filtrate
3. customThe mixture was evaporated
4. dissolutionthe residue dissolved in methanol (100 mL)
5. stirringthe reaction mixture stirred at 25° C. overnight
6. customAfter evaporation of the mixture in vacuo
7. customthe residue was partitioned between water (60 mL) and ether (100 mL)
8. dry with materialThe separated organic layer was dried over MgSO4
9. filtrationfiltered
10. customevaporated
11. customThe residue was chromatographed on silica gel (120 g)
12. washElution with 2% methanol in chloroform
13. customafforded 6 g (62%) of the title base as a yellowish oil

ORD record

ord-2e7c404b765743499351a464c7187767

Source dataset

uspto-grants-1986_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04624954