Piperidine → HCID 10926917, compound

HRID 2269755Notes

Reaction equation

HRID 2269755 reaction equation
N1CCCCC1.[CH3:7][N:8]([CH2:10][CH:11]1[CH2:20][C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[N:13]([C:21](=[O:51])[C@H:22]([NH:33]C(OCC2C3C=CC=CC=3C3C2=CC=CC=3)=O)[CH2:23][C:24]2[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[NH:26][CH:25]=2)[CH2:12]1)[CH3:9]>CO>[NH2:33][C@H:22]([CH2:23][C:24]1[C:32]2[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=2)[NH:26][CH:25]=1)[C:21]([N:13]1[C:14]2[C:19](=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH2:20][CH:11]([CH2:10][N:8]([CH3:9])[CH3:7])[CH2:12]1)=[O:51]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 15542686HCID 15542686, compound

Product 1

HCID 10926917HCID 10926917, compoundYield 76.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Piperidine (0.66 ml) was added to a methanol (10 ml) solution of 3-(R,S)-(N,N-dimethylamino)methyl-1-[2-(R)-(9-fluorenylmethoxy)carbonylamino-3-(indol-3-yl)propanoyl]-1,2,3,4-tetrahydroquinoline (0.797 g) at room temperature. The reaction mixture was stirred at room temperature for 18 hours, then concentrated. The residue was purified by alumina column chromatography (eluent: ethyl acetate/methanol=10/1) to obtain the entitled compound (0.382 g).

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by alumina column chromatography (eluent: ethyl acetate/methanol=10/1)

Sources & evidence

ORD record
ord-3383cb01293748d9917449e896620aef
Source dataset
uspto-grants-2001_12
Patent number
US06329389B1

Reaction notes

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