Dimethylamine → HCID 178487766, compound

HRID 1852079Notes

Reaction equation

HRID 1852079 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.C1COCC1.[CH3:20][NH:21][CH3:22]>>[CH3:20][N:21]([CH3:22])[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

Participants

4

Reactant 3

HCID 674DimethylamineHCID 8028TetrahydrofuranHCID 178487751HCID 178487751, compound

Product 1

HCID 178487766HCID 178487766, compound

Conditions

Temperature
100 °C

Procedure

2-chloro-7-methoxyquinazolin-4-ol (288 mg, 1.368 mmol) was dissolved in Dimethylamine 2 M in THF (2 ml, 4.00 mmol) and heated to 100° C. for 1 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 2-(dimethylamino)-7-methoxyquinazolin-4-ol which was carried to the next step without further purification. MS: MS m/z 220.1 (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-685058070ac84edcbdbd3145eb5aa3b2
Source dataset
uspto-grants-2015_02
Patent number
US08957203B2

Reaction notes

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