Indoline → HCID 178418799, compound

HRID 7414

Reaction equation

HRID 7414 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.CS[C:12]1[N:17]=[C:16]([OH:18])[C:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:14][N:13]=1>C(O)C>[OH:18][C:16]1[C:15]([C:19]([O:21][CH2:22][CH3:23])=[O:20])=[CH:14][N:13]=[C:12]([N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:3][CH2:2]2)[N:17]=1

Participants

4

Reactant 2

HCID 10328IndolineHCID 178418871HCID 178418871, compound

Product 1

HCID 178418799HCID 178418799, compoundYield 77.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of indoline (3.58 g, 30 mmol) in ethanol (50 mL) was added ethyl 2-methylthio-4-hydroxypyrimidine-5-carboxylate (5.35 g, 25 mmol) and the mixture was heated under reflux for 18 h. The reaction mixture was allowed to cool to room temperature and the precipitated crystals were collected by filtration. The crystals were washed several times with cold ethanol and dried to give the title compound (5.5 g, 77%) as crystals.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 18 h
  3. filtrationthe precipitated crystals were collected by filtration
  4. washThe crystals were washed several times with cold ethanol
  5. customdried

Sources & evidence

ORD record
ord-b3ebf651e99d40be9d11ee0c8e9016bb
Source dataset
uspto-grants-2006_08
Patent number
US07087597B1

Linked notes

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