Trifluoroacetic acid → 2H-[1,3]Dioxolo[4,5-b]pyridin-7-amine

HRID 2374433Notes

Reaction equation

[CH2:1]1[O:9][C:8]2[C:3](=[N:4][CH:5]=[CH:6][C:7]=2[NH:10]C(=O)OC(C)(C)C)[O:2]1.FC(F)(F)C(O)=O>>[NH2:10][C:7]1[CH:6]=[CH:5][N:4]=[C:3]2[O:2][CH2:1][O:9][C:8]=12

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68546563HCID 68546563, compound

Product 1

HCID 450794752H-[1,3]Dioxolo[4,5-b]pyridin-7-amineYield 80%

Procedure

Using an analogous procedure to that described in the last paragraph of that portion of Example 1 that is concerned with the preparation of starting materials, tert-butyl 2,3-methylenedioxypyrid-4-ylcarbamate was reacted with trifluoroacetic acid to give 4-amino-2,3-methylenedioxypyridine in 80% yield; NMR Spectrum: (CDCl3) 3.98 (m, 2H), 5.98 (s, 2H), 6.24 (d, 1H), 7.44 (d, 1H); Mass Spectrum: M+H+ 139.

Sources & evidence

ORD record: ord-1cad3155649149cba66ca932f0d6967c
Source dataset: uspto-grants-2008_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07462623B2

Reaction notes

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