HCID 86724034, compound → HCID 70980573, compound

HRID 1475487Notes

Reaction equation

HRID 1475487 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][O:15][CH3:16])[N:11]([CH2:17][C:18]([N:20]2[C:28]3[CH:27]=[C:26]([C:29]4[CH2:34][CH2:33][CH2:32][CH2:31][CH:30]=4)[N:25]=[CH:24][C:23]=3[C:22]([CH3:36])([CH3:35])[CH2:21]2)=[O:19])[CH2:10][C@H:9]1[CH3:37])=[O:7])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:13][C@H:12]([CH2:14][O:15][CH3:16])[N:11]([CH2:17][C:18]([N:20]2[C:28]3[CH:27]=[C:26]([CH:29]4[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34]4)[N:25]=[CH:24][C:23]=3[C:22]([CH3:36])([CH3:35])[CH2:21]2)=[O:19])[CH2:10][C@H:9]1[CH3:37])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 86724034HCID 86724034, compound

Product 1

HCID 70980573HCID 70980573, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of (2R,5R)-4-[2-(6-cyclohex-1-enyl-3,3-dimethyl-2,3-dihydro-pyrrolo[3,2-c]pyridin-1-yl)-2-oxo-ethyl]-5-methoxymethyl-2-methyl-piperazine-1-carboxylic acid tert-butyl ester (see Table 1) (65 mg, 0.13 mmol) in EtOH (5 mL)was added palladium on carbon (10%, 20 mg) and the mixture was hydrogenated for 2 h. The catalyst was filtered and the filtrate evaporated to afford the title compound (60 mg, 92%) as a white solid. MS: [M+H]+=515.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-88c19fb8237746d1b75c30abed856857
Source dataset
uspto-grants-2015_04
Patent number
US09018214B2

Reaction notes

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