HCID 21959486, compound → HCID 21959634, compound

HRID 2109570Notes

Reaction equation

HRID 2109570 reaction equation
[CH3:1][C:2]1([CH3:28])[C:10]2[C:5](=[CH:6][C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=2)[N:4]([CH2:14][CH:15]2[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]2)[CH2:3]1>Cl.CCOC(C)=O>[CH3:1][C:2]1([CH3:28])[C:10]2[C:5](=[CH:6][C:7]([N+:11]([O-:13])=[O:12])=[CH:8][CH:9]=2)[N:4]([CH2:14][CH:15]2[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]2)[CH2:3]1

Participants

3

Reactant 1

HCID 21959486HCID 21959486, compound

Product 1

HCID 21959634HCID 21959634, compound

Reagents, catalysts & solvents 1

HCID 21866389Hydrogen chloride-ethyl acetateSolvent

Procedure

3,3-Dimethyl-1-(1-Boc-piperidin-4-ylmethyl)-6-nitro-2,3-dihydro-1H-indole was dissolved in HCl/EtOAc and stirred for 2 h. The mixture was concentrated in vacuo and partitioned between 1,2-dichloroethane and 1 N NaOH. The organic layer was removed, washed with brine, dried (Na2SO4) and filtered. The material was used without further purification.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. custompartitioned between 1,2-dichloroethane and 1 N NaOH
  3. customThe organic layer was removed
  4. washwashed with brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. customThe material was used without further purification

Sources & evidence

ORD record
ord-404c30d1f1984b8191ef2b51bf488098
Source dataset
uspto-grants-2009_04
Patent number
US07514564B2

Reaction notes

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