Triethylamine → HCID 19392157, compound

HRID 1648219

Reaction equation

HRID 1648219 reaction equation
[Cl:1][C:2]1[N:11]=[C:10](Cl)[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.C(N(CC)CC)C.[CH3:20][C:21]([NH2:26])([CH3:25])[CH2:22][O:23][CH3:24]>>[CH3:20][C:21]([NH:26][C:10]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([Cl:1])[N:11]=1)([CH3:25])[CH2:22][O:23][CH3:24]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 886661-Methoxy-2-methylpropan-2-amineHCID 2528862,4-Dichloroquinazoline

Product 1

HCID 19392157HCID 19392157, compoundYield 13.2%

Procedure

A mixture of 2,4-dichloroquinazoline (995 mg, 5 mmol), triethylamine (0.7 ml, 5 mmol) and 1,1-dimethyl-2-methoxyethylamine (30 mL, 0.5M methanol sol., 15 mmol) was stood at room temperature for 1 week. The reaction mixture was concentrated and partitioned between ethyl acetate and water. Organic layer was washed with water and brine, dried over MgSO4 and concentrated. The residue was purified on 50 g of silica gel column eluting with 50% ethyl acetate in hexane to obtain the title compound (176 mg) as a white solid.

Workup

  1. waitwas stood at room temperature for 1 week
  2. concentrationThe reaction mixture was concentrated
  3. custompartitioned between ethyl acetate and water
  4. washOrganic layer was washed with water and brine
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated
  7. customThe residue was purified on 50 g of silica gel column
  8. washeluting with 50% ethyl acetate in hexane

Sources & evidence

ORD record
ord-318f648bdb8443fd8e7553f459871710
Source dataset
uspto-grants-1995_07
Patent number
US05436233

Linked notes

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