Dichloromethane → 2-chloro-7-(1-methyl-1H-pyrazol-4-yl)pyrido[2,3-d]pyrimidine

HRID 523068Notes

Reaction equation

HRID 523068 reaction equation
[CH3:1][N:2]1[CH:6]=[C:5]([C:7]2[CH:8]=[CH:9][C:10]3[CH:15]=[N:14][C:13](SC)=[N:12][C:11]=3[N:18]=2)[CH:4]=[N:3]1.C(Cl)[Cl:20]>C(#N)C>[Cl:20][C:13]1[N:14]=[CH:15][C:10]2[CH:9]=[CH:8][C:7]([C:5]3[CH:4]=[N:3][N:2]([CH3:1])[CH:6]=3)=[N:18][C:11]=2[N:12]=1

Participants

4

Reactant 2

HCID 6344DichloromethaneHCID 899957577-(1-Methyl-1H-pyrazol-4-yl)-2-(methylthio)pyrido[2,3-d]pyrimidine

Product 1

HCID 899957352-chloro-7-(1-methyl-1H-pyrazol-4-yl)pyrido[2,3-d]pyrimidineYield 60%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

7-(1-Methyl-1H-pyrazol-4-yl)-2-(methylthio)pyrido[2,3-d]pyrimidine (Preparation 56, 13 mg, 0.05 mmol), was dissolved in acetonitrile and stirred at 0° C. for 15 minutes followed by the addition of SO2C2 in DCM. After 20 minutes the solution was quenched with NaHCO3 solution at 0° C., the organic solvents were removed in vacuo, and the solids were filtered, washed with water and dried to afford the title compound (7.5 mg, 60%).

Workup

  1. customAfter 20 minutes the solution was quenched with NaHCO3 solution at 0° C.
  2. customthe organic solvents were removed in vacuo
  3. filtrationthe solids were filtered
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-6d8606a19e0d40d9bc4a58949287fd91
Source dataset
uspto-grants-2016_05
Patent number
US09334286B2

Reaction notes

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