HCID 135411000, compound → HCID 135411002, compound

HRID 601411Notes

Reaction equation

HRID 601411 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:17])[C:3]=1[C:18]1[NH:23][C:22]2[CH:24]=[CH:25][C:26]([NH:28][S:29](=[O:43])(=[O:42])[N:30](C)[C:31](OCC3C=CC=CC=3)=O)=[CH:27][C:21]=2[S:20](=[O:45])(=[O:44])[N:19]=1>CO.[Pd]>[OH:1][C:2]1[C:11]2[C:6](=[N:7][CH:8]=[CH:9][CH:10]=2)[N:5]([CH2:12][CH2:13][CH:14]([CH3:16])[CH3:15])[C:4](=[O:17])[C:3]=1[C:18]1[NH:23][C:22]2[CH:24]=[CH:25][C:26]([NH:28][S:29]([NH:30][CH3:31])(=[O:43])=[O:42])=[CH:27][C:21]=2[S:20](=[O:45])(=[O:44])[N:19]=1

Participants

4

Reactant 1

HCID 135411000HCID 135411000, compound

Product 1

HCID 135411002HCID 135411002, compoundYield 73%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of the product of Example 441 (14 mg, 0.0214 mmol) in methanol (3 mL) was reacted with 10% palladium on carbon (10 mg) under a hydrogen atmosphere at 25° C. with stirring for 2 hours. The solution was filtered and concentrated under reduced pressure to provide the title compound (8 mg, 73%). 1H NMR (300 MHz, DMSO-d6) δ 0.94 (d, J=6.6 Hz, 6H), 1.57 (m, 2H), 1.69 (m, 1H), 2.49 (s, 3H), 4.45 (m, 2H), 7.50 (m, 2H), 7.62 (m, 2H), 8.57 (m, 1H), 8.84 (m, 1H), 10.18 (bs, 1H). MS (ESI−) m/z 519 (M−H)−.

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-46e3cc0ce9f5478b86c2593fc6d28b9e
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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