tert-Butyl (3S)-3-(4-quinolylamino)pyrrolidine-1-carboxylate → N-[(3S)-Pyrrolidin-3-yl]quinolin-4-amine

HRID 333939Notes

Reaction equation

HRID 333939 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]([NH:11][C@H:12]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13]2)=[CH:3][CH:2]=1>ClCCl.FC(F)(F)C(O)=O>[NH:14]1[CH2:15][CH2:16][C@H:12]([NH:11][C:4]2[C:5]3[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=3)[N:1]=[CH:2][CH:3]=2)[CH2:13]1

Participants

4

Reactant 1

HCID 86691593tert-Butyl (3S)-3-(4-quinolylamino)pyrrolidine-1-carboxylate

Product 1

HCID 66835796N-[(3S)-Pyrrolidin-3-yl]quinolin-4-amine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

tert-Butyl (3S)-3-(4-quinolylamino)pyrrolidine-1-carboxylate (231 mg, 0.68 mmol) was dissolved in a 1:1 mixture of dichloromethane and trifluoroacetic acid (2 ml) and stirred at room temperature for 15 minutes. The mixture was evaporated to dryness under reduced pressure and the residue obtained was used directly in the next step.

Workup

  1. customThe mixture was evaporated to dryness under reduced pressure
  2. customthe residue obtained

Sources & evidence

ORD record
ord-2df75cc88bef4c0092b546ebb476418e
Source dataset
uspto-grants-2014_11
Patent number
US08883791B2

Reaction notes

Loading…