Hydrochloric Acid → HCID 86733748, compound

HRID 918383Notes

Reaction equation

HRID 918383 reaction equation
[Cl:1][CH2:2][C:3](=[O:31])[C@:4]1([OH:30])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@:18]([F:24])([C@@H:19]([OH:23])[CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:25])[CH:14]=[CH:15]2)[CH2:10][CH2:9]3)[CH2:6][C@H:5]1[O:26][CH2:27][CH2:28][OH:29].[CH3:32][S:33](Cl)(=[O:35])=[O:34].Cl>N1C=CC=CC=1>[Cl:1][CH2:2][C:3](=[O:31])[C@:4]1([OH:30])[C@:21]2([CH3:22])[C@H:7]([C@H:8]3[C@:18]([F:24])([C@@H:19]([OH:23])[CH2:20]2)[C@:16]2([CH3:17])[C:11](=[CH:12][C:13](=[O:25])[CH:14]=[CH:15]2)[CH2:10][CH2:9]3)[CH2:6][C@H:5]1[O:26][CH2:27][CH2:28][O:29][S:33]([CH3:32])(=[O:35])=[O:34]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 31297Methanesulfonyl chlorideHCID 86733749HCID 86733749, compound

Product 1

HCID 86733748HCID 86733748, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 1.5 g of 21-chloro-9-fluoro-11β,17-dihydroxy-16α-(2-hydroxyethoxy)pregna-1,4-diene-3,20-dione in 25 ml of pyridine is cooled to 0°C and 0.6 ml of methanesulfonyl chloride is added. After 2 hours the mixture is poured into cold dilute hydrochloric acid and extracted with chloroform. The chloroform solution is dried and evaporated in vacuo to 2.0 g of crude mesylate.

Workup

  1. extractionextracted with chloroform
  2. dry with materialThe chloroform solution is dried
  3. customevaporated in vacuo to 2.0 g of crude mesylate

Sources & evidence

ORD record
ord-a707dce11f674f46bca8e6ea70e85382
Source dataset
uspto-grants-1976_07
Patent number
US03971772

Reaction notes

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