Sodium Carbonate → HCID 59346539, compound

HRID 19642Notes

Reaction equation

HRID 19642 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[NH:8]2)=[CH:4][CH:3]=1.Cl[C:15]1[C:16]2[CH2:24][N:23]([C:25]3[C:30]([Cl:31])=[CH:29][CH:28]=[CH:27][N:26]=3)[CH2:22][CH2:21][C:17]=2[N:18]=[CH:19][N:20]=1.C([O-])([O-])=O.[Na+].[Na+]>CC#N>[Cl:31][C:30]1[C:25]([N:23]2[CH2:22][CH2:21][C:17]3[N:18]=[CH:19][N:20]=[C:15]([NH:1][C:2]4[CH:10]=[C:9]5[C:5]([C:6]([CH3:13])([CH3:12])[C:7](=[O:11])[NH:8]5)=[CH:4][CH:3]=4)[C:16]=3[CH2:24]2)=[N:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 135892296-Amino-3,3-dimethyl-1,3-dihydro-2H-indol-2-oneHCID 59346527HCID 59346527, compound

Product 1

HCID 59346539HCID 59346539, compoundYield 80.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 6-amino-3,3-dimethylindolin-2-one (156 mg), 4-chloro-6-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (100 mg), and CH3CN (5 mL) was run in a Microwave Reactor at 180° C. for 1 h. After cooling, the mixture was treated with sat. aq. Na2CO3 and extracted with EtOAc (30 mL×3). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated. The residue was purified by column to give an off-white solid (120 mg, 80%).

Workup

  1. temperatureAfter cooling
  2. extractionextracted with EtOAc (30 mL×3)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customThe residue was purified by column

Sources & evidence

ORD record
ord-01c9d75c97bd494798a3ed4e1eb07360
Source dataset
uspto-grants-2010_06
Patent number
US07745451B2

Reaction notes

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