Piperidine → HCID 71060377, compound

HRID 1036688Notes

Reaction equation

HRID 1036688 reaction equation
C1C2C(COC(=O)[NH:17][C:18]([C:21](=[O:55])[NH:22][C@H:23]([CH2:44][O:45][CH2:46][C:47]3[CH:52]=[CH:51][C:50]([O:53][CH3:54])=[CH:49][CH:48]=3)[C:24]([N:26]3[CH2:43][CH2:42][CH2:41][C:28]4([C:32](=[O:33])[N:31]([CH3:34])[CH2:30][CH:29]4[C:35]4[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=4)[CH2:27]3)=[O:25])([CH3:20])[CH3:19])C3C(=CC=CC=3)C=2C=CC=1.N1CCCCC1>C(Cl)Cl>[NH2:17][C:18]([CH3:20])([CH3:19])[C:21]([NH:22][C@H:23]([CH2:44][O:45][CH2:46][C:47]1[CH:48]=[CH:49][C:50]([O:53][CH3:54])=[CH:51][CH:52]=1)[C:24]([N:26]1[CH2:43][CH2:42][CH2:41][C:28]2([C:32](=[O:33])[N:31]([CH3:34])[CH2:30][CH:29]2[C:35]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)[CH2:27]1)=[O:25])=[O:55]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 71060420HCID 71060420, compound

Product 1

HCID 71060377HCID 71060377, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of {1-[(R)-1-(4-Methoxy-benzyloxymethyl)-2-(2-methyl-1-oxo-4-phenyl-2,7-diaza-spiro[4.5]dec-7-yl)-2-oxo-ethylcarbamoyl]-1-methyl-ethyl}-carbamic acid 9H-fluoren-9-ylmethyl ester (70 mg, 0.09 mmol) in DCM (2 ml) was treated with piperidine (0.20 ml, 2.0 mmol). The resulting solution was stirred for 2 h at RT. The reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica eluting with 0-10% MeOH in DCM to afford the title compound.

Workup

  1. concentrationThe reaction mixture was concentrated in vacuo
  2. customThe residue was purified by chromatography on silica eluting with 0-10% MeOH in DCM

Sources & evidence

ORD record
ord-7746e22d45954f3f817397605474e504
Source dataset
uspto-grants-2013_10
Patent number
US08546416B2

Reaction notes

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