Acetic Acid → HCID 23795519, compound

HRID 1763295Notes

Reaction equation

HRID 1763295 reaction equation
[O-:1][C:2]#[N:3].[K+].[NH2:5][C:6]1[C:11]2[C:12]3[CH:13]=[N:14][CH:15]=[CH:16][C:17]=3[C:18]([CH3:21])([CH3:20])[O:19][C:10]=2[CH:9]=[C:8]([CH:22]([CH2:24][CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=2)[CH3:23])[CH:7]=1.C(O)(=O)C>O>[F:33][C:30]1[CH:29]=[CH:28][C:27]([CH2:26][CH2:25][CH2:24][CH:22]([C:8]2[CH:7]=[C:6]([NH:5][C:2]([NH2:3])=[O:1])[C:11]3[C:12]4[CH:13]=[N:14][CH:15]=[CH:16][C:17]=4[C:18]([CH3:21])([CH3:20])[O:19][C:10]=3[CH:9]=2)[CH3:23])=[CH:32][CH:31]=1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 11378442Potassium cyanateHCID 20309733HCID 20309733, compound

Product 1

HCID 23795519HCID 23795519, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Potassium cyanate (1.22 g., 0.015 mole) was added to a stirred solution of 1.95 g. (0.005 mole) of 10-amino-8-[5-(4-fluorophenyl)-2-pentyl]-5,5-dimethyl-5H-[1]benzopyrano [4,3-c]pyridine in 20 ml. of glacial acetic acid. The mixture was stirred at room temperature for 18 hours and was diluted with 80 ml. of water. After cooling in an ice bath, the aqueous acetic acid solution was decanted, the residue was triturated with water, cooled, filtered, and recrystallized from acetonitrile, m.p. 179°-181°.

Workup

  1. additionwas diluted with 80 ml
  2. temperatureAfter cooling in an ice bath
  3. customthe aqueous acetic acid solution was decanted
  4. customthe residue was triturated with water
  5. temperaturecooled
  6. filtrationfiltered
  7. customrecrystallized from acetonitrile, m.p. 179°-181°

Sources & evidence

ORD record
ord-df9a2bf5e440408d9c8825186936a076
Source dataset
uspto-grants-1978_09
Patent number
US04111942

Reaction notes

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