Trifluoroacetic acid → HCID 117667530, compound

HRID 712658Notes

Reaction equation

HRID 712658 reaction equation
[CH3:1][N:2]([CH3:24])[C:3](=[O:23])[CH2:4][O:5][CH2:6][C:7]1[CH:8]=[N:9][CH:10]=[C:11]([C:13]2[CH:14]=[N:15][C:16]3[NH:17][CH2:18][CH2:19][CH2:20][C:21]=3[CH:22]=2)[CH:12]=1.FC(F)(F)[C:27]([OH:29])=[O:28]>C(Cl)Cl>[C:7]([O:29][C:27]([N:17]1[C:16]2[C:21](=[CH:22][C:13]([C:11]3[CH:10]=[N:9][CH:8]=[C:7]([CH2:6][O:5][CH2:4][C:3](=[O:23])[N:2]([CH3:24])[CH3:1])[CH:12]=3)=[CH:14][N:15]=2)[CH2:20][CH2:19][CH2:18]1)=[O:28])([CH3:8])([CH3:12])[CH3:6]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 117667627HCID 117667627, compound

Product 1

HCID 117667530HCID 117667530, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-(5-Dimethylcarbamoylmethoxymethyl-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 III, as illustrated above. It is then used to prepare N,N-dimethyl-2-[5-(5,6,7,8-tetrahydro-[1,8]naphthyridin-3-yl)-pyridin-3-ylmethoxy]-acetamide according to the procedure for Step 2 of Example 27 using 20% trifluoroacetic acid in DCM as the reagent.

Sources & evidence

ORD record
ord-d3dc57579b86429b8627c46ec69d4f8b
Source dataset
uspto-grants-2015_11
Patent number
US09181272B2

Reaction notes

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