HCID 86608945, compound → HCID 11997660, compound

HRID 1985725Notes

Reaction equation

HRID 1985725 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][N:23](C(OC(C)(C)C)=O)[CH:24]2[CH2:26][CH2:25]2)=[C:14]([CH:34]=O)[CH:13]=3)[CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O>[NH3:8].[CH:24]1([N:23]2[CH:34]=[C:14]3[CH:13]=[C:12]4[C:17](=[N:16][C:15]3=[CH:22]2)[N:18]2[C@@H:10]([CH2:9][NH:8][CH2:20][C@H:19]2[CH3:21])[CH2:11]4)[CH2:26][CH2:25]1

Participants

4

Reactant 1

HCID 86608945HCID 86608945, compound

Product 2

HCID 222AmmoniaHCID 11997660HCID 11997660, compoundYield 22.7%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 0.040 g (4R,9aR)-6-[(tert-butoxycarbonyl-cyclopropyl-amino)-methyl]-7-formyl-4-methyl-3,4,9,9a-tetrahydro-1H-2,4a,5-triaza-fluorene-2-carboxylic acid tert-butyl ester in 0.50 ml trifluoroacetic acid 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:ammonia=90:10:1 to yield 0.0025 g of the title compound as colorless foam (MS: 269.4 (M+H+)).

Workup

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

Sources & evidence

ORD record
ord-d4741943a44045bab8222a3138c6e87a
Source dataset
uspto-grants-2009_06
Patent number
US07547699B2

Reaction notes

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