HCID 21959486, compound → HCID 21959634, compound

HRID 238429Notes

Reaction equation

HRID 238429 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 1N 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 1N 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-c0ed976a8bfd41ae8d957770712a6081
Source dataset
uspto-grants-2014_02
Patent number
US08642624B2

Reaction notes

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