Morpholine → HCID 58508038, compound

HRID 1408468Notes

Reaction equation

HRID 1408468 reaction equation
[Cl:1][C:2]1[N:3]=[C:4](Cl)[C:5]2[O:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[C:6]=2[N:7]=1.[NH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>CO>[Cl:1][C:2]1[N:3]=[C:4]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[C:5]2[O:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 8083MorpholineHCID 585078382,4-dichlorobenzofuro[3,2-d]pyrimidine

Product 1

HCID 58508038HCID 58508038, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2,4-dichlorobenzofuro[3,2-d]pyrimidine (61 mg, 0.255 mmol, 1.0 eq) was dissolved in MeOH (2 mL) and morpholine (49.1 mL, 562 μmol, 2.2 eq) was added. The reaction mixture was hated to reflux for 30 minutes and then cooled to room temperature. Solvents were removed in vacuo and the residue was purified by silica gel chromatography (gradient from 100% hexane in EtOAc to 50% hexane) and a colorless solid was obtained (59.4 mg, 80%).

Workup

  1. temperatureto reflux for 30 minutes
  2. customSolvents were removed in vacuo
  3. customthe residue was purified by silica gel chromatography (gradient from 100% hexane in EtOAc to 50% hexane)
  4. customa colorless solid was obtained (59.4 mg, 80%)

Sources & evidence

ORD record
ord-9452e1ffc53449a7b59333f88b783cd5
Source dataset
uspto-grants-2014_12
Patent number
US08921361B2

Reaction notes

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