Dabco → HCID 178510028, compound

HRID 536156Notes

Reaction equation

Cl[C:2]1[N:7]=[C:6]([NH:8][CH2:9][C:10]2[CH:11]=[CH:12][C:13]([O:18][C:19]3[CH:24]=[CH:23][C:22]([Cl:25])=[C:21]([C:26]([F:29])([F:28])[F:27])[CH:20]=3)=[C:14]([CH:17]=2)[C:15]#[N:16])[CH:5]=[CH:4][N:3]=1.C1N2CCN(CC2)C1.C(=O)([O-])[O-:39].[K+].[K+].O1CCOCC1>O>[Cl:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][C:13]2[CH:12]=[CH:11][C:10]([CH2:9][NH:8][C:6]3[CH:5]=[CH:4][NH:3][C:2](=[O:39])[N:7]=3)=[CH:17][C:14]=2[C:15]#[N:16])=[CH:20][C:21]=1[C:26]([F:29])([F:28])[F:27]

Participants

Conditions

Temperature: 80 °C

Procedure

A mixture of 5-{[(2-chloro-4-pyrimidinyl)amino]methyl}-2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}benzo-nitrile (200 mg, 0.455 mmol), DABCO (25.5 mg, 0.228 mmol) and potassium carbonate (252 mg, 1.821 mmol) in a mixed solvents of 1,4-Dioxane (5 mL) and water (5.00 mL) was stirred at 80° C. overnight. Purification via MDAP, afforded the title compound (150 mg) as a white solid. LC-MS (ESI): m/z 421 [M+H]+; 2.63 min (ret time).

Workup

customPurification via MDAP

Sources & evidence

ORD record: ord-53c9777424824af58f6d3289cf8b8524
Source dataset: uspto-grants-2014_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08859573B2

Reaction notes

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