Sodium Acetate → HCID 178422234, compound

HRID 2117165Notes

Reaction equation

HRID 2117165 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][C:9]([CH3:11])=[CH:10][C:3]=12.C([O-])(=[O:14])C.[Na+]>C(O)(=O)C>[CH3:11][C:9]1[NH:8][C:4]2[N:5]=[CH:6][CH:7]=[C:2]([OH:14])[C:3]=2[CH:10]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 210816754-Chloro-2-methyl-7-azaindole

Product 1

HCID 178422234HCID 178422234, compoundYield 84.4%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixure of 4-chloro-2-methyl-1H-pyrrolo[2,3-b]pyridine (120 mg, 0.72 mmol) and sodium acetate (150 mg, 1.83 mmol) in acetic acid (1.5 mL) was microwaved at 200° C. for 40 minutes. The mixture was purified by preparative HPLC and the appropriate fractions were concentrated in vacuo and lyophilized to afford the title compound (90 mg, 47%). 1H NMR (CD3OD) δ 8.09 (d, 1H, J=5.5 Hz), 6.80 (d, 1H, J=5.5 Hz), 6.49 (s, 1H), 2.46 (s, 3H); MS(ESI+) m/z 149 (M+H)+.

Workup

  1. customThe mixture was purified by preparative HPLC
  2. concentrationthe appropriate fractions were concentrated in vacuo

Sources & evidence

ORD record
ord-c72da06e79dd4a4b8de4078279180457
Source dataset
uspto-grants-2008_10
Patent number
US07439246B2

Reaction notes

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