HCID 86657916, compound → HCID 67258207, compound

HRID 2359020Notes

Reaction equation

HRID 2359020 reaction equation
Cl[C:2]1[N:7]=[C:6]([CH2:8][CH:9]([C:11]2[S:12][C:13]([Cl:16])=[CH:14][CH:15]=2)[OH:10])[CH:5]=[CH:4][N:3]=1>C(N)(C)C>[Cl:16][C:13]1[S:12][C:11]([C:9](=[O:10])[CH2:8][C:6]2[CH:5]=[CH:4][N:3]=[C:2]([NH:7][CH:6]([CH3:8])[CH3:5])[N:7]=2)=[CH:15][CH:14]=1

Participants

3

Reactant 1

HCID 86657916HCID 86657916, compound

Product 1

HCID 67258207HCID 67258207, compoundYield 196.8%

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 2-(2-chloropyrimidin-4-yl)-1-(5-chloro-2-thienyl)ethanol (1 eq, 14.6 mmol) in 20 mL of isopropylamine was stirred at 110° C. in the microwave for 70 min. The solvent was evaporated and HCl 1M was added until pH=1. The resulting white precipitate was filtered and dried to afford 4.25 g of 1-(5-chloro-2-thienyl)-2-[2-(isopropylamino)pyrimidin-4-yl]ethanone (98% yield).

Workup

  1. customThe solvent was evaporated
  2. additionHCl 1M was added until pH=1
  3. filtrationThe resulting white precipitate was filtered
  4. customdried

Sources & evidence

ORD record
ord-5e680ca983de4987b1652f76974b29d0
Source dataset
uspto-grants-2014_04
Patent number
US08685974B2

Reaction notes

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