4,6-Dichloropyrimidine → HCID 86663898, compound

HRID 1846436Notes

Reaction equation

HRID 1846436 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[CH3:9][C:10]1[CH:11]=[C:12]([NH2:19])[CH:13]=[C:14]2[C:18]=1[NH:17][N:16]=[CH:15]2.CCN(C(C)C)C(C)C>CN(C=O)C>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([NH:19][C:12]2[CH:13]=[C:14]3[C:18](=[C:10]([CH3:9])[CH:11]=2)[NH:17][N:16]=[CH:15]3)[CH:7]=1

Participants

5

Reactant 3

HCID 709434,6-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 13820227-methyl-1H-indazol-5-amine

Product 1

HCID 86663898HCID 86663898, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

500 mg (3.40 mmol) 4,6-dichloropyrimidine, 500 mg (3.40 mmol) 7-methyl-1H-indazol-5-ylamine and 1.30 mL (7.60 mmol) DIPEA were combined in 5.0 mL DMF and refluxed for 5 h. The reaction mixture was cooled to RT and evaporated down i.vac. The residue was taken up in EtOAc and extracted several times with saturated sodium chloride solution. The organic phases were combined, dried on magnesium sulphate, filtered and evaporated down. The residue was stirred with DIPE, suction filtered and dried i. vac.

Workup

  1. temperaturerefluxed for 5 h
  2. customevaporated down i.vac
  3. extractionextracted several times with saturated sodium chloride solution
  4. customdried on magnesium sulphate
  5. filtrationfiltered
  6. customevaporated down
  7. filtrationfiltered
  8. customdried i

Sources & evidence

ORD record
ord-1e64719cac1841b6b97537087b54682b
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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