Trifluoroacetic acid → HCID 66785612, compound

HRID 1096623Notes

Reaction equation

HRID 1096623 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[C@@H:15]1[CH2:20][CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16]1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][CH2:3][CH2:4][CH2:5][N:6]1[C:10]2[CH:11]=[N:12][CH:13]=[CH:14][C:9]=2[N:8]=[C:7]1[C@@H:15]1[CH2:20][CH2:19][CH2:18][NH:17][CH2:16]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66791531HCID 66791531, compound

Product 1

HCID 66785612HCID 66785612, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-tert-Butyl 3-(3-(3-methoxypropyl)-3H-imidazo[4,5-c]pyridin-2-yl)piperidine-1-carboxylate (36D) (0.279 mmol, 0.105 g) was added to a 10 mL round-bottomed flask equipped for stirring under nitrogen. Dichloromethane (1 mL) and trifluoroacetic acid (1 mL) were then added and the resultant solution was allowed to stir under nitrogen for 4 hr. The reaction was then concentrated and dried in-vacuo affording (R)-3-(3-Methoxypropyl)-2-(piperidin-3-yl)-3H-imidazo[4,5-c]pyridine (35E) as a clear oil that was used without further purification. ESI-MS: m/z 275.1 (M+H)+.

Workup

  1. customequipped
  2. stirringto stir under nitrogen for 4 hr
  3. concentrationThe reaction was then concentrated
  4. customdried in-vacuo

Sources & evidence

ORD record
ord-7f9cab6bb6284a8aa5204936a6d5c8c8
Source dataset
uspto-grants-2012_03
Patent number
US08138168B1

Reaction notes

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