Cesium carbonate → HCID 23630332, compound

HRID 1512129Notes

Reaction equation

HRID 1512129 reaction equation
C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1.C(=O)([O-])[O-].[Cs+].[Cs+].Cl[C:54]1[N:59]=[C:58]([N:60]2[CH2:65][CH2:64][O:63][CH2:62][CH2:61]2)[N:57]=[C:56]([C:66]2[CH:67]=[N:68][C:69]([NH2:72])=[N:70][CH:71]=2)[CH:55]=1.[N:73]1[C:82]2[C:77](=[CH:78][CH:79]=[CH:80][CH:81]=2)[CH:76]=[C:75]([NH2:83])[CH:74]=1>CC([O-])=O.CC([O-])=O.[Pd+2].C1COCC1>[NH2:72][C:69]1[N:68]=[CH:67][C:66]([C:56]2[N:57]=[C:58]([N:60]3[CH2:65][CH2:64][O:63][CH2:62][CH2:61]3)[N:59]=[C:54]([NH:83][C:75]3[CH:74]=[N:73][C:82]4[C:77]([CH:76]=3)=[CH:78][CH:79]=[CH:80][CH:81]=4)[CH:55]=2)=[CH:71][N:70]=1

Participants

7

Reactant 4

HCID 10796Cesium carbonateHCID 113753-AminoquinolineHCID 634876Binap, (A+-)-HCID 59507478HCID 59507478, compound

Product 1

HCID 23630332HCID 23630332, compound

Reagents, catalysts & solvents 2

HCID 167845palladium(II) acetateCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
110 °C

Procedure

Pd(OAc)2, BINAP, cesium carbonate, THF (0.8 mL) were mixed with 5-(6-chloro-2-morpholinopyrimidin-4-yl)pyrimidin-2-amine (1 eq) and quinolin-3-amine (2 eq). The mixture was heated under microwave irradiation for 10 minutes at 110° C. The solution was filtered and concentrated under reduced pressure. LC/MS (m/z): 401.4 (MH+).

Workup

  1. filtrationThe solution was filtered
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-d4b03ece659147aaadc7911c8fc5c2c1
Source dataset
uspto-grants-2012_07
Patent number
US08217035B2

Reaction notes

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