Trifluoroacetic acid → 4-[2-(4-Aminopiperidin-1-yl)ethyl]-6-chloro-1,2,4-benzotriazin-3(4H)-one

HRID 1644504Notes

Reaction equation

HRID 1644504 reaction equation
C(OC(=O)[NH:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]2[C:21]3[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:20]=3[N:19]=[N:18][C:17]2=[O:27])[CH2:10][CH2:9]1)(C)(C)C.C(O)(C(F)(F)F)=O.NC1CCN(CCN2C3C(=CC(C#N)=CC=3)N=CC2=O)CC1>>[NH2:7][CH:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][N:16]2[C:21]3[CH:22]=[C:23]([Cl:26])[CH:24]=[CH:25][C:20]=3[N:19]=[N:18][C:17]2=[O:27])[CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 667741351-[2-(4-Aminopiperidin-1-yl)ethyl]-2-oxo-1,2-dihydroquinoxaline-6-carbonitrileHCID 86664539tert-Butyl{1-[2-(6-chloro-3-oxo-1,2,4-benzotriazin-4(3H)-yl)ethyl]piperidin-4-yl}carbamate2×

Product 1

HCID 667742944-[2-(4-Aminopiperidin-1-yl)ethyl]-6-chloro-1,2,4-benzotriazin-3(4H)-one

Procedure

tert-Butyl{1-[2-(6-chloro-3-oxo-1,2,4-benzotriazin-4(3H)-yl)ethyl]piperidin-4-yl}carbamate (Intermediate 208, 74 mg) was deprotected with TFA as described for Intermediate 197 to give the crude free base of the product, 67 mg.

Workup

  1. customto give the crude free base of the product, 67 mg

Sources & evidence

ORD record
ord-889abd1aad8a4360a7ca016c081926b8
Source dataset
uspto-grants-2012_02
Patent number
US08124602B2

Reaction notes

Loading…