HCID 68841076, compound → HCID 57678248, compound

HRID 491396Notes

Reaction equation

HRID 491396 reaction equation
[CH3:1][O:2][C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH2:10][CH2:11][N:12](C(OCC3C=CC=CC=3)=O)[CH:13]=2)=[CH:5][CH:4]=1>CO>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]2[CH2:10][CH2:11][NH:12][CH2:13]2)=[CH:7][N:8]=1

Participants

3

Reactant 1

HCID 68841076HCID 68841076, compound

Product 1

HCID 57678248HCID 57678248, compoundYield 102%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Benzyl 4-(6-methoxypyridin-3-yl)-2,3-dihydro-1H-pyrrole-1-carboxylate (100 mg, 0.33 mmol) was dissolved in methanol (10 mL). The solution was purged with nitrogen for 10 minutes and then treated with 5% Pd/C (10 mg). The reaction was stirred under a hydrogen atmosphere overnight. The catalyst was filtered off and the filtrate was concentrated to provide the title compound (60 mg, 95%). 1HNMR (500 MHz, CDCl3) δ 8.03 (m, 1H), 7.50 (m, 1H), 6.66 (m, 1H), 3.86 (s, 3H), 3.22 (m, 2H), 3.01 (m, 2H), 2.67 (m, 1H), 2.32 (m, 1H), 1.70 (m, 1H).

Workup

  1. customThe solution was purged with nitrogen for 10 minutes
  2. additiontreated with 5% Pd/C (10 mg)
  3. filtrationThe catalyst was filtered off
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d891f8b515a042f5ae67d33b33553f67
Source dataset
uspto-grants-2009_05
Patent number
US07531539B2

Reaction notes

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