Hydrochloric Acid → HCID 86632307, compound

HRID 551824Notes

Reaction equation

HRID 551824 reaction equation
[F:1][C:2]([F:21])([F:20])[S:3]([O:6][C:7]1[CH2:8][N:9](NC(OC(C)(C)C)=O)[CH2:10][CH:11]=1)(=[O:5])=[O:4].FC(F)(F)S(NC1C=CC=CC=1)(=O)=O.Cl>O1CCOCC1>[NH:9]1[CH2:10][CH:11]=[C:7]([O:6][S:3]([C:2]([F:1])([F:20])[F:21])(=[O:4])=[O:5])[CH2:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 680121,1,1-Trifluoro-N-phenylmethanesulfonamideHCID 86632308HCID 86632308, compound

Product 1

HCID 86632307HCID 86632307, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

10.2 g of tert-butyl 3-trifluoromethanesulfonyloxy-2,5-dihydropyrrole-1-carbamate as a 1/1 mixture with C,C,C-trifluoro-N-phenylmethanesulfonamide in 50 ml of dioxane are placed in a 500 ml round-bottomed flask. 120.5 ml of a 4N solution of hydrochloric acid in dioxane are subsequently added carefully. The reaction mixture is stirred for 3 h. The dioxane is evaporated and the product is purified on silica gel using a dichloromethane/methanol 95/5 mixture as eluent. 5 g of trifluoromethanesulfonic acid 2,5-dihydro-1H-pyrrol-3-yl ester are obtained.

Workup

  1. customThe dioxane is evaporated
  2. customthe product is purified on silica gel using a dichloromethane/methanol 95/5 mixture as eluent

Sources & evidence

ORD record
ord-e7819eb5a99646d681b1701bd74184e7
Source dataset
uspto-grants-2011_05
Patent number
US07947834B2

Reaction notes

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