HCID 58963008, compound → HCID 22498802, compound

HRID 917558Notes

Reaction equation

HRID 917558 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[N:11]O)[CH2:6][CH2:5]2>C1COCC1>[CH:7]1([NH2:11])[C:8]2[C:4](=[CH:3][C:2]([NH2:1])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1

Participants

3

Reactant 1

HCID 58963008HCID 58963008, compound

Product 1

HCID 22498802HCID 22498802, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Step AS2. A mixture of crude 5-aminoindan-1-one oxime (486 mg, 3 mmol) and borane-methyl sulfide complex (1.2 g, 16 mmol) was refluxed in THF for 3 days. The excess reagent was quenched with methanol. After the solvent was removed, the residue was purified by flash chromatography with DCM, then 20% MeOH in DCM, then 50% MeOH in DCM to give 2,3-dihydro-1H-indene-1,5-diamine.

Workup

  1. customThe excess reagent was quenched with methanol
  2. customAfter the solvent was removed
  3. customthe residue was purified by flash chromatography with DCM

Sources & evidence

ORD record
ord-3327ea0815e945f6897ee6f271f919ba
Source dataset
uspto-grants-2007_09
Patent number
US07273882B2

Reaction notes

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