Ammonia → 2,7-Naphthyridin-1-amine

HRID 1049381Notes

Reaction equation

Br[C:2]1[C:11]2[C:6](=[CH:7][N:8]=[CH:9][CH:10]=2)[C:5](Cl)=[N:4][CH:3]=1.O=P(Cl)(Cl)Cl.P(Cl)(Cl)(Cl)(Cl)Cl.[NH3:24]>>[C:5]1([NH2:24])[C:6]2[C:11](=[CH:10][CH:9]=[N:8][CH:7]=2)[CH:2]=[CH:3][N:4]=1

Participants

Reactant 4

HCID 222Ammonia2×

HCID 24813Phosphorus oxychloride

HCID 24819Phosphorus pentachloride

HCID 900927184-Bromo-1-chloro-2,7-naphthyridine

Product 1

HCID 128847862,7-Naphthyridin-1-amine

Procedure

Bromination gives 4-bromo-2,7-naphthyridin-1(2H)-one CAS 959558-27-1, which is converted into 4-bromo-1-chloro-2,7-naphthyridine by chlorinating compounds, such as POCl3 and/or PCl5. Reaction with ammonia or ammonia equivalents gives 2,7-naphthyridin-1-ylamine.

Sources & evidence

ORD record: ord-972a79fc549d4e0ab3a08e01423b1b67
Source dataset: uspto-grants-2016_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09382244B2

Reaction notes

Loading…