p-Toluenesulfonic acid → HCID 178473987, compound

HRID 923313Notes

Reaction equation

[CH3:1][C:2]1[N:6]=[C:5]([NH2:7])[NH:4][N:3]=1.[C:8]([N:11]1[C:19]2[C:14](=[CH:15][C:16]([C:20](=O)[CH2:21][C:22](OCC)=[O:23])=[CH:17][CH:18]=2)[CH:13]=[N:12]1)(=[O:10])[CH3:9].CC1C=CC(S(O)(=O)=O)=CC=1>C1(OC2C=CC=CC=2)C=CC=CC=1>[C:8]([N:11]1[C:19]2[C:14](=[CH:15][C:16]([C:20]3[NH:7][C:5]4[N:4]([N:3]=[C:2]([CH3:1])[N:6]=4)[C:22](=[O:23])[CH:21]=3)=[CH:17][CH:18]=2)[CH:13]=[N:12]1)(=[O:10])[CH3:9]

Participants

Conditions

Temperature: 170 °C

Procedure

To a solution of 3-methyl-1H-1,2,4-triazol-5-amine (150 mg, 1.52 mmol) in diphenyl ether (2 ml) was added ethyl 3-(1-acetyl-1H-indazol-5-yl)-3-oxopropanoate (710 mg, 2.59 mmol), TsOH (11 mg, 0.06 mmol), and the mixture was stirred for 1 h at 170° C. The resulting solution was diluted with petroleum ether (8 ml), and solids were collected by filtration and washed with ethyl ether (3 ml) to afford 5-(1-acetyl-1H-indazol-5-yl)-2-methyl-[1,2,4]triazolo[1,5-α]pyrimidin-7(4H)-one as a crude brown solid (100 mg, crude).

Workup

filtrationwere collected by filtration
washwashed with ethyl ether (3 ml)

Sources & evidence

ORD record: ord-08109fb165354ef59dce5e11593f4203
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09278973B2

Reaction notes

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