Phosphorus oxychloride → HCID 178477969, compound

HRID 2218379Notes

Reaction equation

[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:12]=[CH:13][C:14](O)=[N:15][CH:16]=3)[NH:8][C:5]2=[N:6][CH:7]=1.P(Cl)(Cl)([Cl:20])=O>>[Br:1][C:2]1[CH:3]=[C:4]2[N:10]=[C:9]([C:11]3[CH:16]=[N:15][C:14]([Cl:20])=[CH:13][CH:12]=3)[NH:8][C:5]2=[N:6][CH:7]=1

Participants

Reactant 2

HCID 24813Phosphorus oxychloride

HCID 178515893HCID 178515893, compound

Product 1

HCID 178477969HCID 178477969, compound

Conditions

Temperature: 110 °C

Procedure

5-(6-Bromo-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-ol (300 mg, 1.03 mmol) was added to phosphorous oxychloride (6 ml) and the mixture was stirred at 110° C. for 4 h. The excess phosphorous oxychloride was evaporated off and the remaining oil was purified by flash chromatography using ethyl acetate/heptane as eluent. The title compound was isolated as a yellow solid (139 mg, 44%).

Workup

customThe excess phosphorous oxychloride was evaporated off
customthe remaining oil was purified by flash chromatography

Sources & evidence

ORD record: ord-e803cf2e06e64882aa906059df0e144e
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07410966B2

Reaction notes

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