Trifluoroacetic acid → HCID 66774074, compound

HRID 255337Notes

Reaction equation

HRID 255337 reaction equation
[C:1]([C:3]1[CH:12]=[C:11]([F:13])[CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][C:7](=[O:30])[N:8]2[CH2:14][CH2:15][N:16]1[CH2:21][CH2:20][CH:19]([NH:22]C(=O)OC(C)(C)C)[CH2:18][CH2:17]1)#[N:2].C(C1C=C2C(C=CC(=O)N2CCN2CCC(NC(=O)OC(C)(C)C)CC2)=C(F)C=1)#N.FC(F)(F)C(O)=O.NC1CCN(CCN2C3C(=CC=C(F)C=3)N=CC2=O)CC1>ClCCl>[NH2:22][CH:19]1[CH2:20][CH2:21][N:16]([CH2:15][CH2:14][N:8]2[C:9]3[C:10](=[C:11]([F:13])[CH:12]=[C:3]([C:1]#[N:2])[CH:4]=3)[CH:5]=[CH:6][C:7]2=[O:30])[CH2:17][CH2:18]1

Participants

6

Reactant 4

HCID 6422Trifluoroacetic acidHCID 593979071-(2-(4-aminopiperidin-1-yl)ethyl)-7-fluoroquinoxalin-2(1H)-oneHCID 86642653HCID 86642653, compound2×HCID 86664538HCID 86664538, compound

Product 1

HCID 66774074HCID 66774074, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of tert-butyl {1-[2-(5-cyano-7-fluoro-2-oxoquinolin-1(2H)-yl)ethyl]piperidin-4-yl}carbamate and tert-butyl {1-[2-(7-cyano-5-fluoro-2-oxoquinolin-1(2H)-yl)ethyl]piperidin-4-yl}carbamate (Intermediates 173 and 174, 170 mg, 0.41 mmol) was reacted with trifluoroacetic acid in dichloromethane as described for Intermediate 140 to give 120 mg (92% yield) of the mixture of regioisomers as an oil. This mixture was carried on without further purification to the next step.

Sources & evidence

ORD record
ord-c1999f9cea4140aea609dda37b7afd65
Source dataset
uspto-grants-2011_01
Patent number
US07875715B2

Reaction notes

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