Hydrochloric Acid → 6-fluoro-5,7-dimethyl-2,3-dihydro-1H-2,4,7a,8-tetraaza-cyclopenta[a]indene hydrochloride

HRID 1479005Notes

Reaction equation

HRID 1479005 reaction equation
C(OC([N:8]1[CH2:22][C:11]2=[C:12]3[N:17]([N:18]=[C:10]2[CH2:9]1)[C:16]([CH3:19])=[C:15]([F:20])[C:14]([CH3:21])=[N:13]3)=O)(C)(C)C.[ClH:23]>C(Cl)Cl>[ClH:23].[F:20][C:15]1[C:14]([CH3:21])=[N:13][C:12]2[N:17]([N:18]=[C:10]3[CH2:9][NH:8][CH2:22][C:11]3=2)[C:16]=1[CH3:19]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 896503366-fluoro-5,7-dimethyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carboxylic acid tert-butyl ester

Product 1

HCID 1224293646-fluoro-5,7-dimethyl-2,3-dihydro-1H-2,4,7a,8-tetraaza-cyclopenta[a]indene hydrochlorideYield 80%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 6-fluoro-5,7-dimethyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carboxylic acid tert-butyl ester (3.39 g; 11.1 mmol; 1 eq.) in DCM (20 mL) was added 2M HCl (10 mL; 20 mmol; 1.81 eq.) and the resulting mixture was stirred at room temperature for 18 hours than concentrated in vacuo. The residue was triturated in DCM and the precipitate was filtered off to afford the title compound (2 g, 80%) as a white solid. HPLC (max plot) 99.6%; Rt 1.23 min. UPLC/MS: (MS+) 207.1 ([M+H]+).

Workup

  1. concentrationthan concentrated in vacuo
  2. customThe residue was triturated in DCM
  3. filtrationthe precipitate was filtered off

Sources & evidence

ORD record
ord-db86c280c0214ac78a6338d7e4b6a794
Source dataset
uspto-grants-2016_08
Patent number
US09403835B2

Reaction notes

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