HCID 86619741, compound → HCID 59279582, compound

HRID 1675796Notes

Reaction equation

HRID 1675796 reaction equation
Br[C:2]1[CH:7]=[N:6][C:5](Cl)=[C:4]2[N:9]([CH2:17][C:18]([OH:20])=[O:19])[CH:10]=[C:11]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:3]=12>CO.[Pd]>[CH3:16][O:15][C:13](=[O:14])[CH2:12][C:11]1[C:3]2[C:4](=[CH:5][N:6]=[CH:7][CH:2]=2)[N:9]([CH2:17][C:18]([OH:20])=[O:19])[CH:10]=1

Participants

4

Reactant 1

HCID 86619741HCID 86619741, compound

Product 1

HCID 59279582HCID 59279582, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of [4-bromo-7-chloro-3-(2-methoxy-2-oxoethyl)-1H-pyrrolo[2,3-c]pyridin-1-yl]acetic acid from Step E (27.0 mg, 0.075 mmol) and 10% Pd/C (10 mg) in MeOH (5 mL) was stirred under an atmosphere of hydrogen (ca. 1 atm) for 2 h. The mixture was filtered through a pad of Celite, washing with MeOH, and the filtrate was concentrated in vacuo to give the title compound. MS: m/z=249 (M+1).

Workup

  1. filtrationThe mixture was filtered through a pad of Celite
  2. washwashing with MeOH
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-672f7a3833f040eda00b18486262b68b
Source dataset
uspto-grants-2011_08
Patent number
US08003792B2

Reaction notes

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