Trifluoroacetic acid → Trifluoroacetic acid

HRID 2421050Notes

Reaction equation

HRID 2421050 reaction equation
[O:1]=[C:2]1[N:6]([CH:7]2[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]2)[CH:5]2[CH2:20][CH2:21][CH2:22][CH2:23][CH:4]2[NH:3]1.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]>ClCCl>[NH:10]1[CH2:9][CH2:8][CH:7]([N:6]2[C@H:5]3[CH2:20][CH2:21][CH2:22][CH2:23][C@@H:4]3[NH:3][C:2]2=[O:1])[CH2:12][CH2:11]1.[C:24]([OH:30])([C:26]([F:29])([F:28])[F:27])=[O:25]

Participants

5

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20768913tert-butyl 4-(2-oxooctahydro-1H-benzimidazol-1-yl)piperidine-1-carboxylate

Product 2

HCID 6422Trifluoroacetic acidHCID 59025441(3aS,7aS)-1-piperidin-4-yloctahydro-2H-benzimidazol-2-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution tert-butyl 4-(2-oxooctahydro-1H-benzimidazol-1-yl)piperidine-1-carboxylate (1 g) in dichloromethane (20 mL) was added with TFA (5 mL) and stirred at room temperature for 1 hour. The solvent was removed under reduced pressure to provide the titled compound as its TFA salt. The salt was then transformed to freebase by MP-carbonate and used without any purification. MS (M+1): 224.25

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-0ccf00eaf02140e8b0fb530e58359a08
Source dataset
uspto-grants-2011_06
Patent number
US07956069B2

Reaction notes

Loading…