Trifluoroacetic acid → HCID 117667260, compound

HRID 712648Notes

Reaction equation

HRID 712648 reaction equation
[F:1][C:2]([F:20])([F:19])[C:3]1[CH:8]=[CH:7][N:6]=[CH:5][C:4]=1[C:9]1[CH:10]=[C:11]2[C:16](=[N:17][CH:18]=1)[NH:15][CH2:14][CH2:13][CH2:12]2.FC(F)(F)[C:23]([OH:25])=[O:24]>C(Cl)Cl>[C:3]([O:25][C:23]([N:15]1[C:16]2[C:11](=[CH:10][C:9]([C:4]3[CH:5]=[N:6][CH:7]=[CH:8][C:3]=3[C:2]([F:19])([F:1])[F:20])=[CH:18][N:17]=2)[CH2:12][CH2:13][CH2:14]1)=[O:24])([CH3:8])([CH3:4])[CH3:2]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117667186HCID 117667186, compound

Product 1

HCID 117667260HCID 117667260, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(4-Trifluoromethyl-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid tert-butyl ester is synthesized according to the procedure of Suzuki Coupling Method V, as illustrated above. It is then used in the synthesis of 6-(4-trifluoromethyl-pyridin-3-yl)-1,2,3,4-tetrahydro-[1,8]naphthyridine according to the procedure for Step 2 of Example 27 using 20% trifluoroacetic acid in DCM as the reagent.

Sources & evidence

ORD record
ord-54657254cfd342b792cff0cc5b020ff0
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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