Trifluoroacetic acid → HCID 117667152, compound

HRID 712650Notes

Reaction equation

HRID 712650 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:16]=[C:17]3[C:22](=[N:23][CH:24]=2)[NH:21][CH2:20][CH2:19][CH2:18]3)[CH:12]=[N:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.FC(F)(F)[C:27]([OH:29])=[O:28]>C(Cl)Cl>[C:2]([O:29][C:27]([N:21]1[C:22]2[C:17](=[CH:16][C:15]([C:11]3[CH:12]=[N:13][CH:14]=[C:9]([O:8][CH2:1][C:2]4[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=4)[CH:10]=3)=[CH:24][N:23]=2)[CH2:18][CH2:19][CH2:20]1)=[O:28])([CH3:7])([CH3:3])[CH3:1]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117667100HCID 117667100, compound

Product 1

HCID 117667152HCID 117667152, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(5-Benzyloxy-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 IV, as illustrated above. It is then used to synthesize 6-(5-benzyloxy-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-673af1aa6312447380617cf168f4d9ce
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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