HCID 59843321, compound → HCID 69299444, compound

HRID 2196574Notes

Reaction equation

HRID 2196574 reaction equation
[CH3:1][N:2]([CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([N+:24]([O-])=O)[CH:19]=2)=[CH:14][CH2:13]1)[C:3](=[O:9])[O:4][C:5]([CH3:8])([CH3:7])[CH3:6]>CO.[Pd]>[NH2:24][C:20]1[CH:19]=[C:18]([C:15]2[CH2:16][CH2:17][N:12]([CH2:11][CH2:10][N:2]([CH3:1])[C:3](=[O:9])[O:4][C:5]([CH3:6])([CH3:7])[CH3:8])[CH2:13][CH:14]=2)[CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 1

HCID 59843321HCID 59843321, compound

Product 1

HCID 69299444HCID 69299444, compoundYield 91.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 189 (416.2 mg, 1.152 mmol) and 10% Pd/C (300 mg) in Methanol (25 mL) was shaken under H2 (50 psi) for 18 h at room temperature. The catalyst was filtered through Celite and the filtrate was taken to dryness to give 190 (349 mg, 1.05 mmol, 91% yield) as an orange oil. LRMS (ESI): calc. 333.2, found 334.2 (MH)+.

Workup

  1. filtrationThe catalyst was filtered through Celite

Sources & evidence

ORD record
ord-6dc78e83729948ffb1a5dc107af9f711
Source dataset
uspto-grants-2012_12
Patent number
US08338437B2

Reaction notes

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