Dimethylformamide → HCID 59380063, compound

HRID 2353722Notes

Reaction equation

HRID 2353722 reaction equation
Cl[C:2]1[N:7]=[C:6]([N:8]2[CH2:13][CH2:12][O:11][CH2:10][C@@H:9]2[CH3:14])[CH:5]=[C:4]([C:15]([S:18]([CH:21]([CH3:23])[CH3:22])(=[O:20])=[O:19])([CH3:17])[CH3:16])[N:3]=1.C(=O)([O-])[O-].[Na+].[Na+].C[N:31]([CH:33]=O)C>COCCOC.O.C(O)C.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[CH3:14][C@H:9]1[CH2:10][O:11][CH2:12][CH2:13][N:8]1[C:6]1[CH:5]=[C:4]([C:15]([S:18]([CH:21]([CH3:23])[CH3:22])(=[O:20])=[O:19])([CH3:17])[CH3:16])[N:3]=[C:2]([C:4]2[CH:15]=[CH:16][C:33]([NH2:31])=[CH:6][CH:5]=2)[N:7]=1

Participants

6

Reactant 3

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 59380080HCID 59380080, compound

Product 1

HCID 59380063HCID 59380063, compound

Reagents, catalysts & solvents 2

HCID 178418476HCID 178418476, compoundCatalystHCID 86587095Dimethoxyethane ethanol waterSolvent

Conditions

Temperature
90 °C

Procedure

Dichlorobis(triphenylphosphine)palladium(II) (116 mg, 0.17 mmol) was added to 2-chloro-4-[(3S)-3-methylmorpholin-4-yl]-6-(2-propan-2-ylsulfonylpropan-2-yl)pyrimidine (1.2 g, 3.32 mmol), and sodium carbonate (5 mL, 10.00 mmol) in 18% DMF in a mixture of DME:water:ethanol (7:3:2) (20 mL). The resulting solution was stirred at 90° C. for 4 hours.

Sources & evidence

ORD record
ord-5f0e6c66d361497ea2c84d2c2a7187cb
Source dataset
uspto-grants-2010_07
Patent number
US07750003B2

Reaction notes

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