Diisopropylethylamine → N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-7-(3-(methylsulfonyl)pyridin-2-yl)-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine

HRID 971250Notes

Reaction equation

[F:1][C:2]([F:23])([F:22])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[C:11]3[CH2:21][CH2:20][NH:19][CH2:18][C:12]=3[N:13]=[C:14]([S:16][CH3:17])[N:15]=2)=[CH:5][CH:4]=1.Cl[C:25]1[C:30]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:29][CH:28]=[CH:27][N:26]=1.C(N(CC)C(C)C)(C)C>O1CCOCC1.CC(N(C)C)=O>[F:23][C:2]([F:22])([F:1])[C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[C:11]3[CH2:21][CH2:20][N:19]([C:25]4[C:30]([S:31]([CH3:34])(=[O:33])=[O:32])=[CH:29][CH:28]=[CH:27][N:26]=4)[CH2:18][C:12]=3[N:13]=[C:14]([S:16][CH3:17])[N:15]=2)=[CH:5][CH:4]=1

Participants

Conditions

Temperature: 150 °C

Procedure

N-(4-(Trifluoromethyl)phenyl)-5,6,7,8-tetrahydro-2-(methylthio)pyrido[3,4-d]pyrimidin-4-amine (320 mg, 0.00089 mol) and 2-chloro-3-(methylsulfonyl)pyridine (200.0 mg, 0.0009915 mol) were dissolved in dioxane (5 mL) and DMA (0.5 mL), N,N-diisopropylethylamine (0.17 g, 0.0013 mol) was added and the mixture was heated in a sealed tube via microwave at 150° C. for 30 min. Solvent was removed and the residue was purified by flash chromatography over silica gel to obtain the product as a white solid (230 mg).

Workup

customSolvent was removed
customthe residue was purified by flash chromatography over silica gel

Sources & evidence

ORD record: ord-875d9481f3bd4ac09443ece09b59bc8c
Source dataset: uspto-grants-2007_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07312330B2

Reaction notes

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