Trifluoroacetic acid → 4-(Hydroxymethyl)-1-piperidin-4-yl-1,3-dihydro-2H-imidazol-2-one

HRID 1867600Notes

Reaction equation

HRID 1867600 reaction equation
FC(F)(F)C(O)=O.[Si]([O:25][CH2:26][C:27]1[NH:28][C:29](=[O:45])[N:30]([CH:32]2[CH2:37][CH2:36][N:35](C(OC(C)(C)C)=O)[CH2:34][CH2:33]2)[CH:31]=1)(C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1>ClCCl>[OH:25][CH2:26][C:27]1[NH:28][C:29](=[O:45])[N:30]([CH:32]2[CH2:37][CH2:36][NH:35][CH2:34][CH2:33]2)[CH:31]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 68567938tert-Butyl 4-[4-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]piperidine-1-carboxylate

Product 1

HCID 579795704-(Hydroxymethyl)-1-piperidin-4-yl-1,3-dihydro-2H-imidazol-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (5 mL) was added to a solution of tert-butyl 4-[4-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2-oxo-2,3-dihydro-1H-imidazol-1-yl]piperidine-1-carboxylate (550 mg, 1.03 mmol) in dichloromethane (15 mL). After 30 min, the reaction was concentrated to give the title compound.

Workup

  1. concentrationthe reaction was concentrated

Sources & evidence

ORD record
ord-860197482a3a4d268622f80ca5077639
Source dataset
uspto-grants-2009_12
Patent number
US07632832B2

Reaction notes

Loading…