Pyridine → HCID 14306878, compound

HRID 2231992Notes

Reaction equation

HRID 2231992 reaction equation
[C:1]([O:4][C@:5]1([C@:25]2([CH3:26])[C@H:11]([C@H:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15](=[CH:16][C:17](=[O:27])[O:18][CH2:19]2)[C@H:14]([Cl:28])[C@H:13]3[OH:29])[CH2:10][CH2:9]1)[C:6](=[O:8])[CH3:7])(=[O:3])[CH3:2].[CH3:30][S:31](Cl)(=[O:33])=[O:32].N1C=CC=CC=1>O>[C:1]([O:4][C@:5]1([C@:25]2([CH3:26])[C@H:11]([C@H:12]3[C@H:22]([CH2:23][CH2:24]2)[C@:20]2([CH3:21])[C:15](=[CH:16][C:17](=[O:27])[O:18][CH2:19]2)[C@H:14]([Cl:28])[C@H:13]3[O:29][S:31]([CH3:30])(=[O:33])=[O:32])[CH2:10][CH2:9]1)[C:6](=[O:8])[CH3:7])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 1049PyridineHCID 31297Methanesulfonyl chlorideHCID 14695734HCID 14695734, compound

Product 1

HCID 14306878HCID 14306878, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.76 g of 17α-acetoxy-6β-chloro-7α-hydroxy-2-oxa-4-pregnene-3,20-dione, 1.11 ml of methanesulfonyl chloride and 5.2 ml of pyridine was stirred for 1 hour under ice cooling, and then for 12 hours at room temperature. Ice-cooled water was added to the reaction mixture, and the precipitated crystals were collected by filtration to give 2.01 g of 17α-acetoxy-6β-chloro-7α-mesyloxy-2-oxa-4-pregnene-3,20-dione.

Workup

  1. waitfor 12 hours at room temperature
  2. additionwas added to the reaction mixture
  3. filtrationthe precipitated crystals were collected by filtration

Sources & evidence

ORD record
ord-a01e80cbd4ae42ec822f18f23084745a
Source dataset
uspto-grants-1988_11
Patent number
US04785103

Reaction notes

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