Phosphorus oxychloride → 6-Chloro-3-(isoxazol-3-yl)-imidazo[5,1-a]phthalazine

HRID 497037Notes

Reaction equation

HRID 497037 reaction equation
O=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][NH:13][C:14]([C:16]2[CH:20]=[CH:19][O:18][N:17]=2)=O)=[N:4][NH:3]1.P(Cl)(Cl)([Cl:23])=O>>[Cl:23][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]2=[CH:12][N:13]=[C:14]([C:16]3[CH:20]=[CH:19][O:18][N:17]=3)[N:4]2[N:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86593723Isoxazol-3-carboxylic acid (4-oxo-3,4-dihydrophthalazin-1-ylmethyl)amide

Product 1

HCID 223185166-Chloro-3-(isoxazol-3-yl)-imidazo[5,1-a]phthalazine

Procedure

The title compound was prepared from isoxazol-3-carboxylic acid (4-oxo-3,4-dihydrophthalazin-1-ylmethyl)amide (Part a) and phosphorus oxychloride according the procedure described in Example 1, Part b. 1H NMR (360 MHz, CDCl3) δ 7.25 (s, 1H), 7.66 (t, J=8 Hz, 1H), 7.86 (t, J=8 Hz, 1H), 7.97 (brs, 1H), 8.09 (d, J=8 Hz, 1H), 8.21 (d, J=8 Hz, 1H), 8.57 (d, J=2 Hz, 1H).

Sources & evidence

ORD record
ord-26ac49f3e43c49098bc0b3d46bf62309
Source dataset
uspto-grants-2005_09
Patent number
US06949549B2

Reaction notes

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