1,2-Oxazole-3-carbonyl chloride → Isoxazol-3-carboxylic acid (4-oxo-3,4-dihydrophthalazin-1-ylmethyl)amide

HRID 497036Notes

Reaction equation

HRID 497036 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:7](=[O:14])[NH:6][N:5]=1.[O:15]1[CH:19]=[CH:18][C:17]([C:20](Cl)=[O:21])=[N:16]1>>[O:14]=[C:7]1[C:8]2[C:13](=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]([CH2:3][NH:2][C:20]([C:17]2[CH:18]=[CH:19][O:15][N:16]=2)=[O:21])=[N:5][NH:6]1

Participants

3

Reactant 2

HCID 110079401,2-Oxazole-3-carbonyl chlorideHCID 168196334-(Aminomethyl)-1,2-dihydrophthalazin-1-one hydrochloride

Product 1

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

Procedure

The title compound was prepared from 4-aminomethyl-2H-phthalazine-1-one hydrochloride (Geterotsikl, Soedin, 1972, (9), 15) and isoxazol-3-carbonyl chloride using the procedure described in Example 1, Part a. 1H NMR (360 MHz, d6-DMSO) δ 4.80 (d, J=6 Hz, 2H), 6.93 (s, 1H), 7.87 (t, J=7 Hz, 1H), 7.95 (t, J=7 Hz, 1H), 8.1 (d, J=7 Hz, 1H), 8.28 (dd, J=2 Hz, 7 Hz, 1H), 9.08 (s, 1H), 9.09 (t, J=2 Hz, 1H), 12.62 (s, 1H).

Sources & evidence

ORD record
ord-72f24dc209014a3d986bec061074a7b3
Source dataset
uspto-grants-2005_09
Patent number
US06949549B2

Reaction notes

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