Trifluoroacetic acid methylene chloride → HCID 89485807, compound

HRID 1469395Notes

Reaction equation

HRID 1469395 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([C:19]3([OH:32])[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][N:16]=[CH:15][CH: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]([C:19]3([OH:32])[CH2:20][CH2:21][NH:22][CH2:23][CH2:24]3)=[C:11]([C:13]3[CH:14]=[CH:15][N:16]=[CH:17][CH:18]=3)[N:12]=2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 89492330HCID 89492330, compound

Product 1

HCID 89485807HCID 89485807, compound

Procedure

tert-Butyl 4-[2-(4-fluorophenyl)-4-(pyridin-4-yl)-1,3-oxazol-5-yl]-4-hydroxypiperidine-1-carboxylate (60 mg, 0.14 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 340.15 [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-e27dd0272bea4f13a3c38b53f5c6e4d3
Source dataset
uspto-grants-2015_04
Patent number
US09006268B2

Reaction notes

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