HCID 90356932, compound → HCID 90356929, compound

HRID 55878Notes

Reaction equation

HRID 55878 reaction equation
[C:1]([O:5][C:6](=[O:24])[N:7]([CH2:18][CH2:19][S:20]([CH3:23])(=[O:22])=[O:21])[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[CH:11][N:10]=1)([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:24])[N:7]([CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][N:10]=1)[CH2:18][CH2:19][S:20]([CH3:23])(=[O:21])=[O:22])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 90356932HCID 90356932, compound

Product 1

HCID 90356929HCID 90356929, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of 34 (0.35 g 1.0 mmol) in MeOH (6 mL) was added 10% Pd/C and hydrogenated under balloon pressure at rt for 2 h. The reaction mixture was filtered through Celite and the filtrate was evaporated to give the desired amine A4-9 (0.25 g, 78%) as a liquid. Rf: 0.1 (10% MeOH/CHCl3); (m/z): 330 [M+1]+; 1H NMR (400 MHz, CDCl3): δ 8.01 (1H, s), 7.07-6.94 (2H, m), 4.44 (2H, br s), 3.74-3.72 (2H, m), 3.33-3.31 (2H, m), 2.95-2.86 (3H, m), 2.06-2.01 (2H, m), 1.39 (9H, m).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-7befaedcdaaf469099609d8e44af2692
Source dataset
uspto-grants-2016_09
Patent number
US09433622B2

Reaction notes

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