HCID 69357382, compound → HCID 18455781, compound

HRID 1272166Notes

Reaction equation

HRID 1272166 reaction equation
C(OC([N:8]1[CH2:20][C@@H:19]([CH3:21])[N:18]2[C@H:10]([CH2:11][C:12]3[C:17]2=[N:16][C:15]([C@H:22]([OH:24])[CH3:23])=[C:14]([F:25])[CH:13]=3)[CH2:9]1)=O)(C)(C)C>O1CCOCC1.Cl>[F:25][C:14]1[CH:13]=[C:12]2[C:17]([N:18]3[C@H:10]([CH2:11]2)[CH2:9][NH:8][CH2:20][C@H:19]3[CH3:21])=[N:16][C:15]=1[C@@H:22]([OH:24])[CH3:23]

Participants

4

Reactant 1

HCID 69357382HCID 69357382, compound

Product 1

HCID 18455781HCID 18455781, compoundYield 69.9%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.010 g (4R,9aR)-7-fluoro-6-[1-(R)-hydroxy-ethyl]-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 1 mL dioxane and 0.1 mL 2M hydrochloric acid was kept at room temperature for 30 min. The solvent was evaporated and the residue was purified by chromatography on silica gel with dichloromethane:methanol:ammonia (100:10:1) to yield 0.005 g 1-(S)-[(4R,9aR)-7-fluoro-4-methyl-1,2,3,4,9,9a-hexahydro-2,4a,5-triaza-fluoren-6-yl]-ethanol as a colorless gum.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by chromatography on silica gel with dichloromethane:methanol:ammonia (100:10:1)

Sources & evidence

ORD record
ord-65bcbda90bbd48b79ebb88e026eb4d96
Source dataset
uspto-grants-2007_04
Patent number
US07208494B2

Reaction notes

Loading…