Trifluoroacetic acid → HCID 86670962, compound

HRID 515329Notes

Reaction equation

HRID 515329 reaction equation
[CH2:1]([N:3]([CH:11]1[CH2:16][CH2:15][N:14]([CH2:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([OH:33])([C:29]([F:32])([F:31])[F:30])[C:25]([F:28])([F:27])[F:26])=[CH:20][CH:19]=2)[CH2:13][CH2:12]1)C(=O)OC(C)(C)C)[CH3:2].FC(F)(F)C(O)=O>ClCCl>[CH2:1]([NH:3][CH:11]1[CH2:12][CH2:13][N:14]([CH2:17][C:18]2[CH:19]=[CH:20][C:21]([C:24]([OH:33])([C:29]([F:30])([F:32])[F:31])[C:25]([F:27])([F:28])[F:26])=[CH:22][CH:23]=2)[CH2:15][CH2:16]1)[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86670963HCID 86670963, compound

Product 1

HCID 86670962HCID 86670962, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of tert-butyl ethyl(1-(4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)benzyl)piperidin-4-yl)carbamate (6.61 mmol, 3.2 g), dichloromethane (10 mL) and trifluoroacetic acid (10 mL) was stirred for 20 hours. Purification by SCX chromatography gave the title compound (2.5 g). MS (ESI) m/z 385.1 [M+H]+

Workup

  1. customPurification by SCX chromatography

Sources & evidence

ORD record
ord-5f8da0d7afcb445ca9f1c820b45e3d3b
Source dataset
uspto-grants-2015_08
Patent number
US09108939B2

Reaction notes

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