HCID 86674546, compound → HCID 71074594, compound

HRID 1851959Notes

Reaction equation

HRID 1851959 reaction equation
[CH3:1][C:2]1[N:3]([CH2:26][C:27]2[CH:32]=[CH:31][C:30]([C:33]3[C:34]([C:39]([O:41][C:42]([CH3:45])([CH3:44])[CH3:43])=[O:40])=[CH:35][CH:36]=[CH:37][CH:38]=3)=[CH:29][CH:28]=2)[C:4]2[C:9]([C:10]=1[CH3:11])=[CH:8][C:7]([C:12](=[O:25])[NH:13][C@H:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([C:22]([CH3:24])=[CH2:23])[CH:17]=1)[CH3:15])=[CH:6][CH:5]=2>C(O)C.[Pd]>[CH:22]([C:18]1[CH:17]=[C:16]([C@@H:14]([NH:13][C:12]([C:7]2[CH:8]=[C:9]3[C:4](=[CH:5][CH:6]=2)[N:3]([CH2:26][C:27]2[CH:28]=[CH:29][C:30]([C:33]4[C:34]([C:39]([O:41][C:42]([CH3:43])([CH3:45])[CH3:44])=[O:40])=[CH:35][CH:36]=[CH:37][CH:38]=4)=[CH:31][CH:32]=2)[C:2]([CH3:1])=[C:10]3[CH3:11])=[O:25])[CH3:15])[CH:21]=[CH:20][CH:19]=1)([CH3:24])[CH3:23]

Participants

4

Reactant 1

HCID 86674546HCID 86674546, compound

Product 1

HCID 71074594HCID 71074594, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (S)-tert-butyl 4′-((2,3-dimethyl-5-((1-(3-(prop-1-en-2-yl)phenyl)ethyl)carbamoyl)-1H-indol-1-yl)methyl)-[1,1′-biphenyl]-2-carboxylate (0.13 mmol, 1 equiv.) in ethanol (5 mL) was degassed with argon. A hint of Pd/C 10% was added to the solution. The suspension was stirred at rt for 5 h under H2 bubbling. The resulting mixture was then filtered and concentrated. The obtained oil was used without further purification. ESI-MS (m/z): 601 [M+H]+.

Workup

  1. filtrationThe resulting mixture was then filtered
  2. concentrationconcentrated
  3. customThe obtained oil was used without further purification

Sources & evidence

ORD record
ord-9e1718a3faf348fa89c288c84fb062fe
Source dataset
uspto-grants-2015_02
Patent number
US08957093B2

Reaction notes

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