Hydrochloric Acid → HCID 135752753, compound

HRID 1603534Notes

Reaction equation

HRID 1603534 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([CH2:8][CH2:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][N:14]=[C:13]3[O:20]C)[CH:7]=1.Cl>CO>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([O:22][CH3:23])=[C:6]([CH2:8][CH2:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][NH:14][C:13]3=[O:20])[CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 19605750HCID 19605750, compound

Product 1

HCID 135752753HCID 135752753, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

90 mg of 6-[2-(5-hydroxy-2-methoxyphenyl)ethyl]-4-methoxyquinazoline are dissolved in 8 ml of methanol and treated with 1 ml of 4 N aqueous hydrochloric acid. The mixture is stirred for 16 hours at room temperature, then poured onto 2 M aqueous pH 7 buffer and extracted with ethyl acetate. The combined organic extracts are dried over magnesium sulfate and evaporated in vacuo. The residue is chromatographed on silica gel (dichloromethane/methanol=9/1) to yield the title compound as colourless crystals. mp: 221-224°.

Workup

  1. additionpoured onto 2 M aqueous pH 7 buffer
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic extracts are dried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residue is chromatographed on silica gel (dichloromethane/methanol=9/1)

Sources & evidence

ORD record
ord-025dc484456f46b4b36d3290cd152c67
Source dataset
uspto-grants-1999_11
Patent number
US05990116

Reaction notes

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