Formamide → 6-fluoropyrido[3,4-d]pyrimidin-4-ol

HRID 50823

Reaction equation

[NH2:1][C:2]1[C:3]([C:9]([OH:11])=O)=[CH:4][C:5]([F:8])=[N:6][CH:7]=1.[CH:12]([NH2:14])=O>>[F:8][C:5]1[N:6]=[CH:7][C:2]2[N:1]=[CH:12][NH:14][C:9](=[O:11])[C:3]=2[CH:4]=1

Participants

Reactant 2

HCID 713Formamide

HCID 27625115-Amino-2-fluoroisonicotinic acid

Product 1

HCID 1354173706-fluoropyrido[3,4-d]pyrimidin-4-olYield 20%

Procedure

Reaction of 5-amino-2-fluoropyridine-4-carboxylic acid with formamide at 140° C. as above gave 6-fluoro-3H-pyrido[3,4-d]pyrimidin-4-one (˜20%). 1H NMR (DMSO) δ 12.48 (1H, m), 8.74 (1H, s), 8.16 (1H, s), 7.63 (1H, d, J=3 Hz).

Sources & evidence

ORD record: ord-f5d8ccd7774747ea8ae35e0ba0ccebca
Source dataset: uspto-grants-2004_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06713484B2

Linked notes

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