4,6-Dichloropyrimidine → HCID 86663905, compound

HRID 1846447Notes

Reaction equation

HRID 1846447 reaction equation
Cl[C:2]1[CH:7]=[C:6]([Cl:8])[N:5]=[CH:4][N:3]=1.[SH:9][C:10]1[CH:19]=[C:18]([CH3:20])[C:13]2[NH:14][C:15](=[O:17])[O:16][C:12]=2[CH:11]=1.CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:8][C:6]1[N:5]=[CH:4][N:3]=[C:2]([S:9][C:10]2[CH:19]=[C:18]([CH3:20])[C:13]3[NH:14][C:15](=[O:17])[O:16][C:12]=3[CH:11]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 709434,6-DichloropyrimidineHCID 81531DiisopropylethylamineHCID 66978191HCID 66978191, compound

Product 1

HCID 86663905HCID 86663905, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
40 °C

Procedure

820 mg (5.50 mmol) 4,6-dichloropyrimidine, 1.00 g (5.50 mmol) 6-mercapto-4-methyl-3H-benzoxazol-2-one and 5.00 mL (29.1 mmol) DIPEA were combined in 20 mL DCM and stirred overnight at 40° C. The reaction mixture was evaporated down, the residue was taken up in EtOAc and combined with sodium hydrogen carbonate solution. The precipitate formed was suction filtered, washed with copious amounts of water and dried.

Workup

  1. customThe reaction mixture was evaporated down
  2. customThe precipitate formed
  3. filtrationfiltered
  4. washwashed with copious amounts of water
  5. customdried

Sources & evidence

ORD record
ord-9f0864cc35cb420fb395f64192c7fe44
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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