HCID 90039622, compound → HCID 90039274, compound

HRID 2207321Notes

Reaction equation

HRID 2207321 reaction equation
C[O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][N:7]=[CH:6][C:5]=1[C:10]#[C:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([CH3:21])([CH3:20])[CH3:19])=[CH:14][CH:13]=1>O>[C:18]([C:15]1[CH:16]=[CH:17][C:12]([C:11]2[O:2][C:3](=[O:22])[C:4]3[CH:9]=[CH:8][N:7]=[CH:6][C:5]=3[CH:10]=2)=[CH:13][CH:14]=1)([CH3:21])([CH3:20])[CH3:19]

Participants

3

Reactant 1

HCID 90039622HCID 90039622, compound

Product 1

HCID 90039274HCID 90039274, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 3-(4-tert-butyl-phenylethynyl)-isonicotinic acid methyl ester (786 mg, 2.68 mmol) and polyphosphoric acid (10 g) is heated to 80° C. and stirred at this temperature for three days. The reaction mixture is allowed to cool to room temperature and water is added. The resulting precipitate is filtered off, washed with water and dried under vacuum to afford 3-(4-tert-butyl-phenyl)-pyrano[4,3-c]pyridin-1-one as olive green powder; HPLC/MS 2.16 min (A), [M+H] 280;

Workup

  1. temperatureto cool to room temperature
  2. filtrationThe resulting precipitate is filtered off
  3. washwashed with water
  4. customdried under vacuum

Sources & evidence

ORD record
ord-5a46a5bea5b24b4bb71d57163ef5cd60
Source dataset
uspto-grants-2016_06
Patent number
US09376433B2

Reaction notes

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