HCID 67122522, compound → Ciclesonide

HRID 1694535Notes

Reaction equation

HRID 1694535 reaction equation
[CH3:1][CH:2]([C:4]([O:6][CH2:7][C:8]([C@@:10]12[O:33][C@H:32]([CH:34]3[CH2:39][CH2:38][CH2:37][CH2:36][CH2:35]3)[O:31][C@@H:11]1[CH2:12][C@H:13]1[C@@H:18]3[CH2:19][CH2:20][C:21]4[C@@:27]([CH3:28])([C@H:17]3[C@@H:16]([OH:29])[CH2:15][C@@:14]12[CH3:30])[CH:26]=[CH:25][C:23](=[O:24])[CH:22]=4)=[O:9])=[O:5])[CH3:3].CO>O>[CH3:3][CH:2]([C:4]([O:6][CH2:7][C:8]([C@@:10]12[O:33][C@H:32]([CH:34]3[CH2:35][CH2:36][CH2:37][CH2:38][CH2:39]3)[O:31][C@@H:11]1[CH2:12][C@H:13]1[C@@H:18]3[CH2:19][CH2:20][C:21]4[C@@:27]([CH3:28])([C@H:17]3[C@@H:16]([OH:29])[CH2:15][C@@:14]12[CH3:30])[CH:26]=[CH:25][C:23](=[O:24])[CH:22]=4)=[O:9])=[O:5])[CH3:1]

Participants

3

Reactant 1

HCID 67122522HCID 67122522, compound

Product 1

HCID 6918155CiclesonideYield 101.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

Ciclesonide methanol solvate 100 gms (Form C) was suspended in 1.0 lt. of water and the suspension was stirred and heated at 50 to 60° C. for 2 hrs. The suspension was cooled to 25 to 30° C. The solid was filtered and washed with water and dried under vacuum at 90° C. for 6 hrs. to obtain 96 gms of anhydrous crystalline ciclesonide (Form A).

Workup

  1. temperatureThe suspension was cooled to 25 to 30° C
  2. filtrationThe solid was filtered
  3. washwashed with water
  4. customdried under vacuum at 90° C. for 6 hrs

Sources & evidence

ORD record
ord-05cc128cd857428c9ba6370b39f03e7e
Source dataset
uspto-grants-2012_04
Patent number
US08158780B2

Reaction notes

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