Trifluoroacetic acid methylene chloride → HCID 89486129, compound

HRID 1469394Notes

Reaction equation

HRID 1469394 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)[N:12]=2)=[CH:4][CH:3]=1.C(Cl)Cl.C(O)(C(F)(F)F)=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)=[C:11]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][N:14]=3)[N:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 89492432HCID 89492432, compound

Product 1

HCID 89486129HCID 89486129, compound

Procedure

tert-Butyl 4-[2-(4-fluorophenyl)-4-(pyridin-2-yl)-1,3-oxazol-5-yl]piperidine-1-carboxylate (50 mg. 0.12 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 324.15 [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-d4bd5d8481ff48dc8820315394782dfb
Source dataset
uspto-grants-2015_04
Patent number
US09006268B2

Reaction notes

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