HCID 59300006, compound → HCID 59300200, compound

HRID 2236545Notes

Reaction equation

HRID 2236545 reaction equation
C(OC(=O)[CH:7]([Cl:19])[C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([N+:16]([O-:18])=[O:17])=[CH:10][N:9]=1)(C)(C)C>C(O)(=O)C>[Cl:19][CH2:7][C:8]1[CH:13]=[C:12]([O:14][CH3:15])[C:11]([N+:16]([O-:18])=[O:17])=[CH:10][N:9]=1

Participants

3

Reactant 1

HCID 59300006HCID 59300006, compound

Product 1

HCID 59300200HCID 59300200, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of chloro-(4-methoxy-5-nitro-pyridin-2-yl)-acetic acid tert-butyl ester (2.98 g, 9.84 mole) and acetic acid (25 mL) is refluxed for 6 hours, cooled and evaporated. The residue is dissolved in dichloromethane, passed thru a pad of magnesol, evaporated to dryness and crystallized from 3:1 hexanes/ethyl acetate to give a light yellow solid, 1.78 g, (89%); MS (ES+): m/z 203.2, 205.2 (M+H).

Workup

  1. temperatureis refluxed for 6 hours
  2. temperaturecooled
  3. customevaporated
  4. dissolutionThe residue is dissolved in dichloromethane
  5. customevaporated to dryness
  6. customcrystallized from 3:1 hexanes/ethyl acetate
  7. customto give a light yellow solid, 1.78 g, (89%)

Sources & evidence

ORD record
ord-bd074bbabc184199a286b36389945fa9
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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