HCID 136358518, compound → HCID 136347152, compound

HRID 601422Notes

Reaction equation

HRID 601422 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][N:5]([CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[C:4](=[O:13])[C:3]=1[C:14]1[NH:19][C:18]2[CH:20]=[CH:21][C:22]([NH:24][S:25](=[O:38])(=[O:37])[NH:26]C(OCC3C=CC=CC=3)=O)=[CH:23][C:17]=2[S:16](=[O:40])(=[O:39])[N:15]=1>CO.[Pd]>[OH:1][C:2]1[CH:7]=[CH:6][N:5]([CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[C:4](=[O:13])[C:3]=1[C:14]1[NH:19][C:18]2[CH:20]=[CH:21][C:22]([NH:24][S:25]([NH2:26])(=[O:38])=[O:37])=[CH:23][C:17]=2[S:16](=[O:39])(=[O:40])[N:15]=1

Participants

4

Reactant 1

HCID 136358518HCID 136358518, compound

Product 1

HCID 136347152HCID 136347152, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of the product of Example 457E (40 mg, 0.068 mmol) in methanol (5 mL) was stirred with 10% palladium on carbon (22 mg) under hydrogen atmosphere at 25° C. for 4 hours. The reaction was filtered and the filtrate concentrated under reduced pressure to provide the title compound (28 mg, 99%). 1H NMR (300 MHz, DMSO-d6) δ 0.92 (s, 3 H) 0.94 (s, 3 H) 1.58 (m, 3 H) 3.98 (m, 2 H) 6.32 (d, J=4.41 Hz, 1 H) 7.36 (s, 2 H) 7.47 (m, 1 H) 7.60 (m, 2 H) 8.06 (s, 1 H) 10.00 (s, 1 H) 13.97 (s, 1 H) 14.23 (s, 1 H). MS (ESI−) m/z 454 (M−H)−.

Workup

  1. filtrationThe reaction was filtered
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-4419b0550e564e058fc618ec92c025e4
Source dataset
uspto-grants-2011_03
Patent number
US07902203B2

Reaction notes

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