Ammonium Acetate → HCID 67248230, compound

HRID 1970375Notes

Reaction equation

HRID 1970375 reaction equation
Cl[C:2]1[C:7]2[C:8](=[O:22])[C:9]3[CH:10]=[C:11]([C:16]4[CH:17]=[N:18][CH:19]=[CH:20][CH:21]=4)[CH:12]=[CH:13][C:14]=3[O:15][C:6]=2[CH:5]=[CH:4][N:3]=1.C([O-])(=[O:25])C.[NH4+]>C(O)(=O)C>[N:18]1[CH:19]=[CH:20][CH:21]=[C:16]([C:11]2[CH:12]=[CH:13][C:14]3[O:15][C:6]4[CH:5]=[CH:4][NH:3][C:2](=[O:25])[C:7]=4[C:8](=[O:22])[C:9]=3[CH:10]=2)[CH:17]=1

Participants

4

Reactant 2

HCID 517165Ammonium AcetateHCID 58466246HCID 58466246, compound

Product 1

HCID 67248230HCID 67248230, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
65 °C

Procedure

A resealable tube was charged with 1-chloro-8-(pyridin-3-yl)-10H-chromeno[3,2-c]pyridin-10-one (0.500 g, 1.620 mmol) and acetic acid (12.5 mL). Ammonium acetate (1.248 g, 16.20 mmol) was added, the system was purged with argon, and the tube was sealed. The mixture stirred at 65° C. for 20 h. The reaction mixture was filtered and washed with water. The filter cake was concentrated down from heptanes to afford 8-(pyridin-3-yl)-1H-chromeno[3,2-c]pyridine-1,10(2H)-dione as an off-white solid. MS m/z=291.0 [M+H]+. Calcd for C17H10N2O3: 290.07.

Workup

  1. customthe system was purged with argon
  2. customthe tube was sealed
  3. filtrationThe reaction mixture was filtered
  4. washwashed with water
  5. concentrationThe filter cake was concentrated down from heptanes

Sources & evidence

ORD record
ord-b98ba0f9208e43609197401f4e569962
Source dataset
uspto-grants-2013_04
Patent number
US08426447B2

Reaction notes

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