Trifluoroacetic acid → HCID 66785921, compound

HRID 1096640Notes

Reaction equation

HRID 1096640 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][C@@H:10]([C:14]2[N:18]([CH2:19][CH2:20][CH2:21][O:22][CH3:23])[C:17]3[CH:24]=[CH:25][CH:26]=[C:27]([Cl:28])[C:16]=3[N:15]=2)[CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[Cl:28][C:27]1[C:16]2[N:15]=[C:14]([C@@H:10]3[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]3)[N:18]([CH2:19][CH2:20][CH2:21][O:22][CH3:23])[C:17]=2[CH:24]=[CH:25][CH:26]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66785503(R)-tert-Butyl3-(4-chloro-1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidine-1-carboxylate

Product 1

HCID 66785921HCID 66785921, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(R)-tert-Butyl3-(4-chloro-1-(3-methoxypropyl)-1H-benzo[d]imidazol-2-yl)piperidine-1-carboxylate (0.245 mmol, 0.100 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)-4-chloro-1-(3-methoxypropyl)-2-(piperidin-3-yl)-1H-benzo[d]imidazole (48A) as a light brown oil that was used without further purification. ESI-MS: m/z 308.2 (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-afce0a8192a045ee8bbf69f5039c802c
Source dataset
uspto-grants-2012_03
Patent number
US08138168B1

Reaction notes

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