HCID 54427682, compound → 272107-65-0

HRID 993360Notes

Reaction equation

HRID 993360 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12]C(=O)C)[O:8][C:7](=[O:16])[CH:6]=[C:5]2[CH:17]=[N+:18]=[N-:19]>CO.[Zn]>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[O:8][C:7](=[O:16])[CH:6]=[C:5]2[CH:17]=[N+:18]=[N-:19]

Participants

4

Reactant 1

HCID 54427682HCID 54427682, compound

Product 1

HCID 53906007272107-65-0Yield 100%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Procedure

A mixture of 43.0 mg (0.133 mmol) of compound 21 and 154.6 mg (2.36 mmol) of Zn in MeOH (10 mL) was stirred at room temperature for 75 hours under a N2 atmosphere. Zn was removed by filtration and washed thoroughly with MeOH. The combined organic layer was evaporated to yield 37.5 mg (0.133 mmol, 100% yield) of compound 22. MS (ES, positive) 282.7, 284.7.

Workup

  1. customZn was removed by filtration
  2. washwashed thoroughly with MeOH
  3. customThe combined organic layer was evaporated

Sources & evidence

ORD record
ord-86847a5d2bfc47c08c7a77c5fd660639
Source dataset
uspto-grants-2002_10
Patent number
US06472541B2

Reaction notes

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