HCID 85549241, compound → HCID 73013611, compound

HRID 1619483Notes

Reaction equation

HRID 1619483 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH:5]=[CH:6][C:7]1[N:16]([CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:10]2=[N:11][C:12]([Cl:15])=[CH:13][CH:14]=[C:9]2[CH:8]=1)[CH3:2]>CCOC(C)=O.O=[Pt]=O>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][CH2:6][C:7]1[N:16]([CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[C:10]2=[N:11][C:12]([Cl:15])=[CH:13][CH:14]=[C:9]2[CH:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 85549241HCID 85549241, compound

Product 1

HCID 73013611HCID 73013611, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 0.8 g of 3-(1-tert-butoxycarbonylmethyl-6-chloro-1H-pyrrolo[2,3-b]pyridin-2-yl)-acrylic acid ethyl ester and 80 mg of PtO2 in 60 mL of EtOAc was stirred under a balloon pressure of H2 for 1 h. The mixture was filtered through celite and concentrated to give crude product (0.8 g, white solid).

Workup

  1. filtrationThe mixture was filtered through celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-0f2da813b1204499b542c029d99c4064
Source dataset
uspto-grants-2014_07
Patent number
US08772312B2

Reaction notes

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