Dichloromethane → Trifluoroacetic acid

HRID 1262003Notes

Reaction equation

HRID 1262003 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([N:14]2[CH2:19][CH2:18][N:17]([CH3:20])[CH2:16][CH2:15]2)[CH2:9]1)=O)(C)(C)C.C(Cl)Cl.[F:24][C:25]([F:30])([F:29])[C:26]([OH:28])=[O:27]>>[CH3:20][N:17]1[CH2:18][CH2:19][N:14]([CH:10]2[CH2:11][CH2:12][CH2:13][NH:8][CH2:9]2)[CH2:15][CH2:16]1.[C:26]([OH:28])([C:25]([F:30])([F:29])[F:24])=[O:27]

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 6422Trifluoroacetic acidHCID 66711527HCID 66711527, compound

Product 2

HCID 6422Trifluoroacetic acidHCID 43317060HCID 43317060, compound

Procedure

3-(4-Methyl-piperazin-1-yl)-piperidine-1-carboxylic acid tert-butyl ester (2.25 g, 7.94 mmol) was dissolved in Methylene chloride (50.0 mL, 7.80E2 mmol) and the reaction mixture was treated with Trifluoroacetic Acid (6.0 mL, 78 mmol). The reaction was allowed to stir overnight at room temperature. The solvent was then removed en vacuo to afford 1-Methyl-4-piperidin-3-yl-piperazine as a TFA salt. The crude product contained excess TFA, which was neutralized in the next synthetic step. (M+H)=184.09.

Workup

  1. customThe solvent was then removed en vacuo

Sources & evidence

ORD record
ord-97f0ab3580e849ba8799766cb07cc097
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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