Piperidine → HCID 59681815, compound

HRID 1394209Notes

Reaction equation

HRID 1394209 reaction equation
C1C2C(COC([N:18]3[CH2:23][CH2:22][N:21]([CH2:24][CH2:25][CH2:26][NH:27][CH2:28][C:29]4[C:30]5[N:37]([CH2:38][CH3:39])[C:36]([C:40]6[C:44]([NH2:45])=[N:43][O:42][N:41]=6)=[N:35][C:31]=5[CH:32]=[N:33][CH:34]=4)[CH2:20][CH2:19]3)=O)C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>ClCCl>[CH2:38]([N:37]1[C:30]2[C:29]([CH2:28][NH:27][CH2:26][CH2:25][CH2:24][N:21]3[CH2:22][CH2:23][NH:18][CH2:19][CH2:20]3)=[CH:34][N:33]=[CH:32][C:31]=2[N:35]=[C:36]1[C:40]1[C:44]([NH2:45])=[N:43][O:42][N:41]=1)[CH3:39]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 69198669HCID 69198669, compound

Product 1

HCID 59681815HCID 59681815, compoundYield 58.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The product from step 4 (0.17 g, 0.28 mmole) was dissolved in dichloromethane (3 ml) and treated with piperidine (0.3 ml, 2.8 mmole). The mixture was stirred at room temperature under argon for 4 hours. The solvent was removed in vacuo and the residue purified by column chromatography on silica gel eluting with ammonia/methanol/dichloromethane (1:9:90) to afford the title compound (0.063 g). MS (ES+) m/e 386 [M+H]+.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by column chromatography on silica gel eluting with ammonia/methanol/dichloromethane (1:9:90)

Sources & evidence

ORD record
ord-9190f045b4c64d8db99b21845bb8a567
Source dataset
uspto-grants-2008_03
Patent number
US07348339B2

Reaction notes

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