Ammonium Acetate → 5-Bromo-7-fluoro-2,3-dihydro-1H-inden-1-amine

HRID 2046544Notes

Reaction equation

HRID 2046544 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[C:7](=O)[CH2:6][CH2:5]2.C([BH3-])#[N:14].[Na+].C([O-])(=O)C.[NH4+]>CC(O)C>[Br:1][C:2]1[CH:3]=[C:4]2[C:8](=[C:9]([F:11])[CH:10]=1)[CH:7]([NH2:14])[CH2:6][CH2:5]2

Participants

5

Reactant 3

HCID 517165Ammonium AcetateHCID 5003444Sodium cyanoborohydrideHCID 594738055-Bromo-7-fluoro-2,3-dihydro-1H-inden-1-one

Product 1

HCID 682967455-Bromo-7-fluoro-2,3-dihydro-1H-inden-1-amine

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

In analogy to the procedure described for the preparation of intermediates A-4 [A], 5-bromo-7-fluoro-indan-1-one was reacted with sodium cyanoborohydride and ammonium acetate in 2-propanol at reflux to yield the title compound as light yellow oil. MS: 228 (M−H−, 1Br).

Workup

  1. customIn analogy to the procedure described for the preparation of intermediates
  2. temperatureat reflux

Sources & evidence

ORD record
ord-23c2e5839cc443d1b483fb0909d658cc
Source dataset
uspto-grants-2013_11
Patent number
US08592426B2

Reaction notes

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