Dimethylformamide → HCID 59346490, compound

HRID 19648Notes

Reaction equation

HRID 19648 reaction equation
Cl.[Cl:2][C:3]1[C:4]([N:9]2[CH2:30][CH2:29][C:12]3[N:13]=[CH:14][N:15]=[C:16]([NH:17][C:18]4[CH:26]=[C:25]5[C:21]([C:22]([CH3:28])([CH3:27])[CH2:23][NH:24]5)=[CH:20][CH:19]=4)[C:11]=3[CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1.[CH3:31]N(C=O)C.C([O-])([O-])=O.[K+].[K+].CI>CCOC(C)=O>[Cl:2][C:3]1[C:4]([N:9]2[CH2:30][CH2:29][C:12]3[N:13]=[CH:14][N:15]=[C:16]([NH:17][C:18]4[CH:26]=[C:25]5[C:21]([C:22]([CH3:27])([CH3:28])[CH2:23][N:24]5[CH3:31])=[CH:20][CH:19]=4)[C:11]=3[CH2:10]2)=[N:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 68412802[6-(3-Chloro-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yl]-(3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-amine HCl salt

Product 1

HCID 59346490HCID 59346490, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a stirred mixture of [6-(3-chloro-pyridin-2-yl)-5,6,7,8-tetrahydro-pyrido[4,3-d]pyrimidin-4-yl]-(3,3-dimethyl-2,3-dihydro-1H-indol-6-yl)-amine HCl salt (10 mg), DMF (5 mL), and K2CO3 (50 mg) was added MeI (50 μL). The reaction mixture was stirred at rt for 5 h, and then diluted with EtOAc (50 mL). The organic phase was washed with brine, dried (Na2SO4) and concentrated. The residue was purified by column to give an off-white solid (7 mg).

Workup

  1. washThe organic phase was washed with brine
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated
  4. customThe residue was purified by column

Sources & evidence

ORD record
ord-16e0e169eba54800b40b7d86f1051bfc
Source dataset
uspto-grants-2010_06
Patent number
US07745451B2

Reaction notes

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