HCID 68865367, compound → HCID 68863401, compound

HRID 1725925Notes

Reaction equation

HRID 1725925 reaction equation
[CH3:1][O:2][C:3](=[O:33])/[CH:4]=[CH:5]/[C:6]1[C:7]([CH3:32])=[C:8]([C:19]([NH:22][S:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)(=[O:25])=[O:24])=[CH:20][CH:21]=1)[C:9]([O:11]CC1C=CC=CC=1)=[O:10].[H][H]>CO.[Pd]>[CH3:1][O:2][C:3](=[O:33])[CH2:4][CH2:5][C:6]1[C:7]([CH3:32])=[C:8]([C:19]([NH:22][S:23]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][N:27]=2)(=[O:25])=[O:24])=[CH:20][CH:21]=1)[C:9]([OH:11])=[O:10]

Participants

5

Reactant 2

HCID 68865367HCID 68865367, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 68863401HCID 68863401, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of Example 214A (131 mg) in methanol (10 mL) was treated with Pd/C (10%, 150 mg) under one atmosphere of hydrogen for 16 hours. Filtration and evaporation of the solvents to provide the desired product. 1H NMR (DMSO-d6) δ 2.20 (s, 3H), 2.54 (t, 2H), 2.80 (t, 2H), 3.57 (s, 3H), 6.90 (d, 1H), 7.10 (d, 1H), 7.66 (m, 1H), 7.87 (d, 1H), 8.04 (q, 1H), 8.73 (d, 1H), 9.70 (s, 1H), 13.20 (br s, 1H); MS (ESI(−)) m/e 377 (M−H)−.

Workup

  1. filtrationFiltration and evaporation of the solvents

Sources & evidence

ORD record
ord-9ff4ce5e838347d488d2a07ec34bdcd4
Source dataset
uspto-grants-2009_02
Patent number
US07491718B2

Reaction notes

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