HCID 70545436, compound → Fluocortolone Pivalate EP Impurity C

HRID 1447091Notes

Reaction equation

Br[C@:2]12[C@@H:28]([OH:29])[CH2:27][C@@:26]3([CH3:30])[C@@H:12]([CH2:13][C@@H:14]([CH3:31])[C@@H:15]3[C:16](=[O:25])[CH2:17][O:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[C@@H:11]1[CH2:10][C@H:9]([F:32])[C:8]1[C@:3]2([CH3:34])[CH:4]=[CH:5][C:6](=[O:33])[CH:7]=1>C(Cl)Cl>[F:32][C@@H:9]1[C:8]2[C@:3]([CH3:34])([CH:4]=[CH:5][C:6](=[O:33])[CH:7]=2)[C@@H:2]2[C@H:11]([C@H:12]3[C@:26]([CH3:30])([CH2:27][C:28]2=[O:29])[C@@H:15]([C:16](=[O:25])[CH2:17][O:18][C:19](=[O:24])[C:20]([CH3:22])([CH3:23])[CH3:21])[C@H:14]([CH3:31])[CH2:13]3)[CH2:10]1

Participants

Conditions

Temperature: 242 °C

Procedure

1.5 g of 9α-bromo-6α-fluoro-11β-hydroxy-16α-methyl-21-trimethylacetoxy-1,4-pregnadiene-3,20-dione is introduced at 220° C. into 20 ml of "Marlotherm" S and heated to boiling for 15 minutes under a vacuum of 19 mm Hg [bp19 =242° C⟧ After cooling, the mixture is diluted with methylene chloride and chromatographed on silica gel, thus obtaining 920 mg of 6α-fluoro-16α-methyl-21-trimethylacetoxy-1,4-pregnadiene-3,11,20-trione, mp 226°-227° C.

Workup

temperatureheated
customchromatographed on silica gel

Sources & evidence

ORD record: ord-fbadcd610884449d8e7de27250db2639
Source dataset: uspto-grants-1982_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04315866

Reaction notes

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