HCID 86705046, compound → HCID 70586284, compound

HRID 1477929Notes

Reaction equation

HRID 1477929 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:13]2[C:21]3[C:16](=[C:17]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:28])([CH3:27])[CH3:26])[CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)([CH2:11][CH3:12])[C:9]#[CH:10])=[CH:4][CH:3]=1>O=[Pt]=O.CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:13]2[C:21]3[C:16](=[C:17]([NH:22][C:23](=[O:29])[O:24][C:25]([CH3:26])([CH3:28])[CH3:27])[CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)([CH2:11][CH3:12])[CH2:9][CH3:10])=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 86705046HCID 86705046, compound

Product 1

HCID 70586284HCID 70586284, compound

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A mixture of tert-butyl 1-(3-(4-chlorophenyl)pent-1-yn-3-yl)-1H-indol-4-ylcarbamate (100 mg, 0.245 mmol), as described in Example 44 Step A, PtO2 (5.5 mg, 0.0245 mmol) and methanol (2 mL) was degassed three times and backfilled with dihydrogen. The mixture was stirred at room temperature for 2 h under dihydrogen atmosphere. The solid was filtered off and the filtrate was concentrated in vacuo to give the title compound as colorless oil. LC/MS m/z=357.0[M-tBu+H]+.

Workup

  1. customwas degassed three times
  2. filtrationThe solid was filtered off
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-bb540431da524e23a447e23f4e25e455
Source dataset
uspto-grants-2016_08
Patent number
US09403807B2

Reaction notes

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