Trifluoroacetic acid → 2-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate

HRID 546392Notes

Reaction equation

HRID 546392 reaction equation
[Br:1][C:2]1[S:3][C:4]2[CH2:5][N:6](C(OC(C)(C)C)=O)[CH2:7][CH2:8][C:9]=2[N:10]=1.[F:18][C:19]([F:24])([F:23])[C:20]([OH:22])=[O:21]>ClCCl>[F:18][C:19]([F:24])([F:23])[C:20]([OH:22])=[O:21].[Br:1][C:2]1[S:3][C:4]2[CH2:5][NH:6][CH2:7][CH2:8][C:9]=2[N:10]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 111629512-Bromo-4,5,6,7-tetrahydro(1,3)thiazolo(5,4-c)pyridine, N-BOC protected

Product 1

HCID 178425732-Bromo-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2-Bromo-5-tert-butoxycarbonyl-4,5,6,7-tetrahydro-thiazolo[5,4-c]pyridine (890 mg) was dissolved in dichloromethane (2 ml), and to the solution trifluoroacetic acid (15 ml) was added, and the mixture was stirred at room temperature for 1 minute. The reaction mixture was concentrated under reduced pressure, and diethyl ether was added to the residue. Precipitated solid materials were collected by filtration to obtain the title compound (867 mg) as a colorless solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, and diethyl ether
  2. additionwas added to the residue
  3. customPrecipitated solid materials
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-e964aadad39445c4921ad1df7d4b1df4
Source dataset
uspto-grants-2011_05
Patent number
US07935824B2

Reaction notes

Loading…