Potassium Carbonate → HCID 11552722, compound

HRID 732148Notes

Reaction equation

Cl[CH2:2][C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=2)[C:11]#[N:12])[N:4]=1.[N:16]1[CH:21]=[CH:20][C:19]([C:22]2[N:26]3[CH2:27][CH2:28][CH2:29][NH:30][C:25]3=[N:24][N:23]=2)=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C.C(O)(C)C>[N:16]1[CH:21]=[CH:20][C:19]([C:22]2[N:26]3[CH2:27][CH2:28][CH2:29][N:30]([CH2:2][C:3]4[O:7][N:6]=[C:5]([C:8]5[CH:9]=[C:10]([CH:13]=[CH:14][CH:15]=5)[C:11]#[N:12])[N:4]=4)[C:25]3=[N:24][N:23]=2)=[CH:18][CH:17]=1

Participants

Conditions

Temperature: 130 °C

Procedure

3-[5-(chloromethyl)-1,2,4-oxadiazol-3-yl]benzonitrile (98.2 mg, 0.447 mmol), and 3-pyridin-4-yl-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrimidine (62.2 mg, 0.309 mmol) were suspended in acetonitrile (2 ml) and isopropanol (2.4 ml). After stirring for 45 min. potassium carbonate (88.1 mg, 0.637 mmole) was added. The mixture was heated in a microwave oven (130° C.) for 30 min. The product was filtered and then purified on prep. HPLC to give 29 mg of the title compound. 1H NMR(DMSO-d6): 8.72 (dd, 2H), 8.36 (br t, 1H), 8.30 (dt, 1H), 8.08 (dt, 1H), 7.79 (t, 1H), 7.68 (dd, 2H), 5.49 (s, 2H), 4.02(t, 2H), 3.3 (m, 1H), 2.36 (s, 3H), 1.71 (t, 2H).

Workup

additionwas added
filtrationThe product was filtered
custompurified on prep

Sources & evidence

ORD record: ord-7f384289b1a44ee299d727d06ae0e612
Source dataset: uspto-grants-2009_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07585881B2

Reaction notes

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