Trifluoroacetic acid methylene chloride → HCID 89485877, compound

HRID 1469402Notes

Reaction equation

HRID 1469402 reaction equation
[O:1]=[C:2]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=1)[CH:3]([CH:13]1[CH2:18][N:17](C(OC(C)(C)C)=O)[CH:16]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH2:15][CH2:14]1)[O:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].C(Cl)Cl.C(O)(C(F)(F)F)=O>>[C:5]([O:4][CH:3]([CH:13]1[CH2:14][CH2:15][CH:16]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[NH:17][CH2:18]1)[C:2](=[O:1])[C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][N:33]=1)(=[O:6])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 89492443HCID 89492443, compound

Product 1

HCID 89485877HCID 89485877, compound

Procedure

tert-Butyl 5-{2-oxo-1-[(phenylcarbonyl)oxy]-2-(pyridin-2-yl)ethyl}-2-phenylpiperidine-1-carboxylate (29 mg, 0.058 mmol) was stirred in 4:1 DCM/TFA (5 ml) at room temperature for 3 h. Then the volatiles were removed under vacuum, and the resulting residue was purified by reverse phase HPLC (0.05% TFA-water-acetonitrile) to give the title compound. LC-MS m/e 401.19 [M+1]+.

Workup

  1. customThen the volatiles were removed under vacuum
  2. customthe resulting residue was purified by reverse phase HPLC (0.05% TFA-water-acetonitrile)

Sources & evidence

ORD record
ord-839c7e09c6af4db0a8bb17c2229d4a98
Source dataset
uspto-grants-2015_04
Patent number
US09006268B2

Reaction notes

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