Hydrochloric Acid → HCID 57965535, compound

HRID 1695540Notes

Reaction equation

HRID 1695540 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[CH:15]=[C:14]4[CH2:17][CH2:18][C@@H:19]5[C@@H:24]([C@@:13]4([CH3:35])[CH2:12][C:11]=3[CH:10]=[N:9]2)[C@@H:23]([OH:25])[CH2:22][C@:21]2([CH3:34])[C@:26]([C:30](=[O:33])CO)([OH:29])[CH2:27][CH2:28][C@@H:20]52)=[CH:4][CH:3]=1.[OH-:36].[Na+].Cl>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:16]3[CH:15]=[C:14]4[CH2:17][CH2:18][C@@H:19]5[C@@H:24]([C@@:13]4([CH3:35])[CH2:12][C:11]=3[CH:10]=[N:9]2)[C@@H:23]([OH:25])[CH2:22][C@:21]2([CH3:34])[C@@:26]([OH:29])([C:30]([OH:33])=[O:36])[CH2:27][CH2:28][C@@H:20]52)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 11733546(11β)-2′-(4-Fluorophenyl)-11,17-21-trihydroxy-2′H-pregna-2,4-dieno[3,2-c]pyrazol-20-one

Product 1

HCID 57965535HCID 57965535, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In a 100 ml round-bottomed flask 1-[(1R,3aS,3bS,10aR,10bS,11S,12aS)-7-(4-fluorophenyl)-1,11-dihydroxy-10a,12a-dimethyl-1,2,3,3a,3b,4,5,7,10,10a,10b,11,12,12a-tetradecahydrocyclopenta[5,6]naphtho[1,2-f]indazol-1-yl]-2-hydroxyethanone (Steroids 2003 (68) 177-191) (0.48 g, 1 mmol) was dissolved in MeOH (40 ml). NaOH (6 ml, 1M, 6 mmol) was added and the mixture was stirred vigorously for 6 hours at room temperature in an open vessel. The reaction was monitored by LC-MS. When the reaction was completed the solution was neutralised by the addition of 1M HCl (6 ml, 6 mmol) and the MeOH was removed in vacuo. Water was added to the precipitate (15 ml) and the mixture was stirred for 5 minutes. The solid was then collected by filtration and dried to give 0.4 g (86%) of the desired compound.

Workup

  1. customthe MeOH was removed in vacuo
  2. additionWater was added to the precipitate (15 ml)
  3. stirringthe mixture was stirred for 5 minutes
  4. filtrationThe solid was then collected by filtration
  5. customdried

Sources & evidence

ORD record
ord-d5a023e6caba4f7ebc08f173e91ab92b
Source dataset
uspto-grants-2012_04
Patent number
US08163724B2

Reaction notes

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