4,6-Dichloropyrimidine → 6-(6-chloro-pyrimidin-4-ylamino)-4-methyl-3H-benzoxazol-2-one

HRID 1846428Notes

Reaction equation

HRID 1846428 reaction equation
[NH2:1][C:2]1[CH:11]=[C:10]([CH3:12])[C:5]2[NH:6][C:7](=[O:9])[O:8][C:4]=2[CH:3]=1.[Cl:13][C:14]1[CH:19]=[C:18](Cl)[N:17]=[CH:16][N:15]=1>C(O)CCC>[Cl:13][C:14]1[N:15]=[CH:16][N:17]=[C:18]([NH:1][C:2]2[CH:11]=[C:10]([CH3:12])[C:5]3[NH:6][C:7](=[O:9])[O:8][C:4]=3[CH:3]=2)[CH:19]=1

Participants

4

Reactant 2

HCID 709434,6-DichloropyrimidineHCID 199116046-Amino-4-methyl-1,3-benzoxazol-2(3H)-one

Product 1

HCID 866638946-(6-chloro-pyrimidin-4-ylamino)-4-methyl-3H-benzoxazol-2-one

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

400 mg (2.40 mmol) 6-amino-4-methyl-3H-benzoxazol-2-one, 400 mg (2.70 mmol) 4,6-dichloropyrimidine and 1.10 mL (8.00 mmol) TEA in 5 mL 1-butanol were stirred for 1 h at 100° C. After cooling to RT the reaction mixture was evaporated down and the residue was washed with water and saturated sodium hydrogen carbonate solution. The organic phase was dried on sodium sulphate, filtered and evaporated down.

Workup

  1. customwas evaporated down
  2. washthe residue was washed with water and saturated sodium hydrogen carbonate solution
  3. customThe organic phase was dried on sodium sulphate
  4. filtrationfiltered
  5. customevaporated down

Sources & evidence

ORD record
ord-ea34a53c021d48cf9ce0601b0b40583a
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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