Trifluoroacetic acid → 3-(4-(2-chloro-5-methoxypyrimidin-4-yl)-1H-pyrazol-1-yl)-4-(piperidin-4-yl)butanenitrile

HRID 1876904Notes

Reaction equation

[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[N:10][N:11]([CH:13]([CH2:28][C:29]#[N:30])[CH2:14][CH:15]3[CH2:20][CH2:19][N:18](C(OC(C)(C)C)=O)[CH2:17][CH2:16]3)[CH:12]=2)[C:5]([O:31][CH3:32])=[CH:4][N:3]=1.C(O)(C(F)(F)F)=O>>[Cl:1][C:2]1[N:7]=[C:6]([C:8]2[CH:9]=[N:10][N:11]([CH:13]([CH2:14][CH:15]3[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]3)[CH2:28][C:29]#[N:30])[CH:12]=2)[C:5]([O:31][CH3:32])=[CH:4][N:3]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 86637304tert-butyl 4-{2-[4-(2-chloro-5-methoxypyrimidin-4-yl)-1H-pyrazol-1-yl]-3-cyanopropyl}piperidine-1-carboxylate

Product 1

HCID 866373053-(4-(2-chloro-5-methoxypyrimidin-4-yl)-1H-pyrazol-1-yl)-4-(piperidin-4-yl)butanenitrile

Procedure

A mixture of tert-butyl 4-{2-[4-(2-chloro-5-methoxypyrimidin-4-yl)-1H-pyrazol-1-yl]-3-cyanopropyl}piperidine-1-carboxylate (0.030 g, 0.000065 mol) and 0.5 mL of TFA was stirred at room temperature for 1 h. After being evaporated to dryness, the residue was used directly in next step.

Workup

customAfter being evaporated to dryness

Sources & evidence

ORD record: ord-0d589a89942245a6af41006bfd0795f1
Source dataset: uspto-grants-2012_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08309718B2

Reaction notes

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