Tetomilast → HCID 86645102, compound

HRID 2283521Notes

Reaction equation

HRID 2283521 reaction equation
[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([C:13]2[S:17][CH:16]=[C:15]([C:18]3[CH:19]=[CH:20][CH:21]=[C:22]([C:24]([OH:26])=[O:25])[N:23]=3)[N:14]=2)=[CH:8][C:9]=1[O:10][CH2:11][CH3:12]>C(#N)C>[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][C:7]([C:13]2[S:17][CH:16]=[C:15]([C:18]3[CH:19]=[CH:20][CH:21]=[C:22]([C:24]([OH:26])=[O:25])[N:23]=3)[N:14]=2)=[CH:8][C:9]=1[O:10][CH2:11][CH3:12].[C:13](#[N:14])[CH3:7]

Participants

3

Reactant 1

HCID 3025803Tetomilast

Product 1

HCID 86645102HCID 86645102, compoundYield 183.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
30 °C

Procedure

5 g of the anhydrous tetomilast type A crystal obtained in Example 1 (6) was dissolved in 400 ml of acetonitrile, while stirring under heating to reflux. The obtained solution was cooled to approximately 30° C. over about 1 hour, and it was then further cooled at 10° C. or lower for 1 hour, so as to obtain the precipitated crystal by filtration. The above precipitated crystal was dried at 50° C. for 3 hours, so as to obtain 5.1 g of a tetomilast acetonitrile solvate crystal in the form of a while platy crystal (yield: quantitative).

Workup

  1. temperatureunder heating to reflux
  2. temperatureit was then further cooled at 10° C. or lower for 1 hour
  3. customso as to obtain the precipitated crystal
  4. filtrationby filtration
  5. customThe above precipitated crystal
  6. customwas dried at 50° C. for 3 hours

Sources & evidence

ORD record
ord-5b5d84b32b3f48749e741a5d222e987d
Source dataset
uspto-grants-2015_09
Patent number
US09145404B2

Reaction notes

Loading…