Trifluoroacetic acid → 2-(Pyrrolidin-1-ylmethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

HRID 2388682Notes

Reaction equation

HRID 2388682 reaction equation
[N:1]1([CH2:6][C:7]2[S:15][C:14]3[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10][C:9]=3[CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1.FC(F)(F)C(O)=O>ClCCl>[N:1]1([CH2:6][C:7]2[S:15][C:14]3[CH2:13][CH2:12][NH:11][CH2:10][C:9]=3[CH:8]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86635667tert-Butyl 2-(pyrrolidin-1-ylmethyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate

Product 1

HCID 177966112-(Pyrrolidin-1-ylmethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

tert-Butyl 2-(pyrrolidin-1-ylmethyl)-6,7-dihydrothieno[3,2-c]pyridine-5(4H)-carboxylate (0.235 mmol) was dissolved in dichloromethane and cooled to 0° C. Trifluoroacetic acid (2 ml/mmol) was added and the reaction mixture stirred for 2 h. The solvent was completely evaporated and kept under the high vacuum to give the desired product which was used in the next step without further purification. Yield: quantitative

Workup

  1. customThe solvent was completely evaporated

Sources & evidence

ORD record
ord-353fc89a004443b0a556fd6dd4587b61
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

Loading…