HCID 69357319, compound → HCID 18455935, compound

HRID 1272163Notes

Reaction equation

HRID 1272163 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]([CH2:22][OH:23])=[C:14]([F:24])[CH:13]=3)[CH2:9]1)=O)(C)(C)C>Cl.O1CCOCC1>[NH3:8].[F:24][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[CH2:22][OH:23]

Participants

5

Reactant 1

HCID 69357319HCID 69357319, compound

Product 2

HCID 222AmmoniaHCID 18455935HCID 18455935, compoundYield 156.4%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A solution of 0.020 g (4R,9aR)-7-fluoro-6-hydroxymethyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 2N hydrochloric acid in dioxane was kept at room temperature for 18 h. The solvent was evaporated and the residue was purified by chromatography on silica gel with dichloromethane:methanol:satd. ammonia (9:1:0.1) to yield 0.011 g (4R,9aR)-(7-fluoro-4-methyl-1,2,3,4,9,9a-hexahydro-2,4a,5-triaza-fluoren-6-yl)-methanol as brownish crystals.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was purified by chromatography on silica gel with dichloromethane

Sources & evidence

ORD record
ord-ca05f5f3f86546078610083c3daafbad
Source dataset
uspto-grants-2007_04
Patent number
US07208494B2

Reaction notes

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