Pyrrolidine → HCID 178487759, compound

HRID 1852081Notes

Reaction equation

HRID 1852081 reaction equation
Cl[C:2]1[N:11]=[C:10]([OH:12])[C:9]2[C:4](=[CH:5][C:6]([O:13][CH3:14])=[CH:7][CH:8]=2)[N:3]=1.[NH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>C1COCC1>[CH3:14][O:13][C:6]1[CH:5]=[C:4]2[C:9]([C:10]([OH:12])=[N:11][C:2]([N:15]3[CH2:19][CH2:18][CH2:17][CH2:16]3)=[N:3]2)=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 178487751HCID 178487751, compound

Product 1

HCID 178487759HCID 178487759, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
100 °C

Procedure

2-chloro-7-methoxyquinazolin-4-ol (165 mg, 0.783 mmol) and pyrrolidine (0.130 mL, 1.567 mmol) were dissolved in THF (2 mL) and heated to 100° C. for 2 h in a sealed tube. The reaction was cooled and the volatiles were removed under vacuum. The crude solid was collected and washed with water, filtered and dried to give 7-methoxy-2-(pyrrolidin-1-yl)quinazolin-4-ol which was carried to the next step without further purification. MS: MS m/z 246.2 (M++1).

Workup

  1. temperatureThe reaction was cooled
  2. customthe volatiles were removed under vacuum
  3. customThe crude solid was collected
  4. washwashed with water
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-e3a1354a4d1a4f4c857d25dff267054f
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

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