Trifluoroacetic acid → N-(4-(piperidin-4-yloxy)phenyl)-1-(pyridin-3-yl)azetidine-3-carboxamide

HRID 873561Notes

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([N:7]2[CH2:10][CH:9]([C:11]([NH:13][C:14]3[CH:33]=[CH:32][C:17]([O:18][CH:19]4[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]4)=[CH:16][CH:15]=3)=[O:12])[CH2:8]2)[CH:2]=1.FC(F)(F)C(O)=O>ClCCl>[NH:22]1[CH2:23][CH2:24][CH:19]([O:18][C:17]2[CH:16]=[CH:15][C:14]([NH:13][C:11]([CH:9]3[CH2:10][N:7]([C:3]4[CH:2]=[N:1][CH:6]=[CH:5][CH:4]=4)[CH2:8]3)=[O:12])=[CH:33][CH:32]=2)[CH2:20][CH2:21]1

Participants

Conditions

Temperature: 0 °C

Procedure

tert-Butyl 4-(4-(1-(pyridin-3-yl)azetidine-3-carboxamido)phenoxy)piperidine-1-carboxylate (3.82 g, 8.44 mmol) was dissolved in 60 ml dichloromethane, cooled to 0° C. and treated with trifluoroacetic acid (10 ml). The mixture was allowed to warm to room temperature and was stirred for 2 hours. Removal of the solvent under vacuum provided the title compound.

Workup

temperatureto warm to room temperature
customRemoval of the solvent under vacuum

Sources & evidence

ORD record: ord-7aba15ae0a2f4e70b2f8b2130dea4ece
Source dataset: uspto-grants-2015_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08975398B2

Reaction notes

Loading…