Trifluoroacetic acid → HCID 55299029, compound

HRID 2217912Notes

Reaction equation

HRID 2217912 reaction equation
[C:1]([CH2:3][CH2:4][O:5][C@H:6]1[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7]1)#[N:2].FC(F)(F)C(O)=O>ClCCl>[NH3:2].[NH:8]1[CH2:9][CH2:10][C@H:6]([O:5][CH2:4][CH2:3][C:1]#[N:2])[CH2:7]1

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86630776HCID 86630776, compound

Product 2

HCID 222AmmoniaYield 10%HCID 55299029HCID 55299029, compoundYield 120%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (3S)-3-(2-cyanoethoxy)-1-pyrrolidinecarboxylic acid, 1,1-dimethylethyl ester (Example 107(a)) (1 g) in dichloromethane (10 mL) was added trifluoroacetic acid (3 mL). The mixture was stirred at room temperature for 30 minutes and then concentrated. Purification (Varian SCX cartridge, using methanol and then 10% ammonia in methanol as eluant) gave the sub-title compound (350 mg).

Workup

  1. concentrationconcentrated
  2. customPurification (Varian SCX cartridge

Sources & evidence

ORD record
ord-ce276de806fd4869aba048f3b54114cf
Source dataset
uspto-grants-2008_08
Patent number
US07408065B2

Reaction notes

Loading…