HCID 67080074, compound → HCID 67079874, compound

HRID 655532Notes

Reaction equation

HRID 655532 reaction equation
C(OC([N:11]1[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][CH2:19][N:20]2[CH2:27][CH2:26][C:23]3([CH2:25][CH2:24]3)[C@H:22]([OH:28])[CH2:21]2)[C:13](=[O:29])[C@@H:12]1[CH3:30])=O)C1C=CC=CC=1>CO.[Pd]>[OH:28][C@@H:22]1[CH2:21][N:20]([CH2:19][CH2:18][CH2:17][N:14]2[CH2:15][CH2:16][NH:11][C@@H:12]([CH3:30])[C:13]2=[O:29])[CH2:27][CH2:26][C:23]21[CH2:24][CH2:25]2

Participants

4

Reactant 1

HCID 67080074HCID 67080074, compound

Product 1

HCID 67079874HCID 67079874, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of (S)-4-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-propyl]-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester (950 mg, 2.29 mmol) in methanol (25 ml) was stirred for 5 h under a hydrogen atmosphere (1 bar) in the presence of palladium (10% on activated charcoal, 243 mg), then insoluble material was removed by filtration and the filtrate evaporated to produce the title compound (642 mg, 100%). Orange oil, MS (ISP)=282.3 (M+H)+.

Workup

  1. custominsoluble material was removed by filtration
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-6fe5b78644d642bf857d507047ca37c0
Source dataset
uspto-grants-2011_12
Patent number
US08071586B2

Reaction notes

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