HCID 58547379, compound → HCID 58546753, compound

HRID 1850306Notes

Reaction equation

HRID 1850306 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:11][CH:10]([C:12]2[C:17]([C:18]3[CH2:19][CH2:20][O:21][CH2:22][CH:23]=3)=[N:16][CH:15]=[CH:14][N:13]=2)[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]([C:12]2[C:17]([CH:18]3[CH2:19][CH2:20][O:21][CH2:22][CH2:23]3)=[N:16][CH:15]=[CH:14][N:13]=2)[CH2:11]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 58547379HCID 58547379, compound

Product 1

HCID 58546753HCID 58546753, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
30 °C

Procedure

A mixture of (115) (938 mg, 2.96 mmol) and wet Pd—C (50%, 400 mg) in MeOH (30 mL) was stirred under H2 (40 psi) at 30° C. overnight. Then the reaction mixture was filtered through CELITE® and washed with MeOH. The filtrate was concentrated to give the desired compound (116) (897 mg, 2.81 mmol, yield 95%). ESI-MS (M+1): 320 calc. for C17H25N3O3 319.

Workup

  1. filtrationThen the reaction mixture was filtered through CELITE®
  2. washwashed with MeOH
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-bb017d8f6f1642f6a0924e7558f44e9d
Source dataset
uspto-grants-2015_02
Patent number
US08957073B2

Reaction notes

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