Potassium Carbonate → HCID 86701844, compound
Reaction equation
CC1(C)C2C(=C(P(C3C=CC=CC=3)C3C=CC=CC=3)C=CC=2)OC2C(P(C3C=CC=CC=3)C3C=CC=CC=3)=CC=CC1=2.FC(F)(F)S(O[C:49]1[N:54]=[C:53]2[C:55]3[N:62]([CH3:63])[N:61]=[C:60]([C:64](=[O:69])[N:65]([O:67][CH3:68])[CH3:66])[C:56]=3[CH2:57][CH2:58][CH2:59][C:52]2=[CH:51][N:50]=1)(=O)=O.C([O-])([O-])=O.[K+].[K+].[N:78]1([C:84]2[CH:89]=[CH:88][C:87]([NH2:90])=[CH:86][CH:85]=2)[CH2:83][CH2:82][O:81][CH2:80][CH2:79]1>O1CCOCC1.CC([O-])=O.CC([O-])=O.[Pd+2]>[CH3:68][O:67][N:65]([CH3:66])[C:64]([C:60]1[C:56]2[CH2:57][CH2:58][CH2:59][C:52]3[C:53](=[N:54][C:49]([NH:90][C:87]4[CH:86]=[CH:85][C:84]([N:78]5[CH2:83][CH2:82][O:81][CH2:80][CH2:79]5)=[CH:89][CH:88]=4)=[N:50][CH:51]=3)[C:55]=2[N:62]([CH3:63])[N:61]=1)=[O:69]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 80 °C
Procedure
A mixture of Pd(OAc)2 (2 mg, 0.009 mmol), Xantphos (11 mg, 0.019 mmol), 3-[methoxy(methyl)carbamoyl]-1-methyl-1,4,5,6-tetrahydropyrazolo[4′,3′:6,7]cyclohepta[1,2-d]pyrimidin-9-yl trifluoromethanesulfonate (40 mg, 0.09 mmol), K2CO3 (248 mg, 1.8 mmol), 4-Morpholin-4-yl-phenylamine (21 mg, 0.12 mmol) in dioxane (3 mL) were charged in a round-bottom flask flushed with argon. The flask was evacuated and backfilled with argon and the reaction mixture was heated at 80° C. for 48 h. The reaction mixture was then allowed to cool to room temperature and concentrated. The crude solid was purified by RP flash chromatography to afford 13 mg (30% yield) of the title compound.
Workup
- additionwere charged in a round-bottom flask
- customflushed with argon
- customThe flask was evacuated
- temperatureto cool to room temperature
- concentrationconcentrated
- customThe crude solid was purified by RP flash chromatography
Sources & evidence
- ORD record
- ord-99d6f5e7a8774b44972d6c57afe924c4
- Source dataset
- uspto-grants-2014_12
- Patent number
- US08916577B2
Reaction notes
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