Trifluoroacetic acid → 1-[2-(4-Aminopiperidin-1-yl)ethyl]-7,8-difluoroquinoxalin-2(1H)-one

HRID 255317Notes

Reaction equation

HRID 255317 reaction equation
[F:1][C:2]1[C:11]([F:12])=[C:10]2[C:5]([N:6]=[CH:7][C:8](=[O:29])[N:9]2[CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][CH:18]([NH:21]C(=O)OC(C)(C)C)[CH2:17][CH2:16]2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O.NC1CCN(CCN2C3C(=CC=C(F)C=3)N=CC2=O)CC1>ClCCl>[NH2:21][CH:18]1[CH2:19][CH2:20][N:15]([CH2:14][CH2:13][N:9]2[C:10]3[C:5](=[CH:4][CH:3]=[C:2]([F:1])[C:11]=3[F:12])[N:6]=[CH:7][C:8]2=[O:29])[CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 593979071-(2-(4-aminopiperidin-1-yl)ethyl)-7-fluoroquinoxalin-2(1H)-oneHCID 86642645tert-Butyl{1-[2-(7,8-difluoro-2-oxoquinoxalin-1(2H)-yl)ethyl]piperidin-4-yl}carbamate2×

Product 1

HCID 667751791-[2-(4-Aminopiperidin-1-yl)ethyl]-7,8-difluoroquinoxalin-2(1H)-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

tert-Butyl {1-[2-(7,8-difluoro-2-oxoquinoxalin-1(2H)-yl)ethyl]piperidin-4-yl}carbamate (Intermediate 154, 320 mg, 0.78 mmol) was reacted with trifluoroacetic acid in dichloromethane as described for Intermediate 140 to give 240 mg (quantitative) of the crude product as an oil.

Sources & evidence

ORD record
ord-29ff7553530c4c258e15adb912ac22b9
Source dataset
uspto-grants-2011_01
Patent number
US07875715B2

Reaction notes

Loading…