Hydrochloric Acid → HCID 22386543, compound

HRID 1072419Notes

Reaction equation

HRID 1072419 reaction equation
Cl[C:2]1[N:7]2[CH:8]=[CH:9][N:10]=[C:6]2[CH:5]=[C:4]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[C:13]([O:19][CH3:20])[CH:12]=2)[N:3]=1.[NH2:21][C:22]1[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[CH:24][CH:23]=1.CC(O)C.Cl>O>[CH3:20][O:19][C:13]1[CH:12]=[C:11]([C:4]2[N:3]=[C:2]([NH:21][C:22]3[CH:29]=[CH:28][C:25]([C:26]#[N:27])=[CH:24][CH:23]=3)[N:7]3[CH:8]=[CH:9][N:10]=[C:6]3[CH:5]=2)[CH:16]=[CH:15][C:14]=1[O:17][CH3:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 133964-AminobenzonitrileHCID 223865465-Chloro-7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidine

Product 1

HCID 22386543HCID 22386543, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
87.5 °C

Procedure

To the suspension of 5-chloro-7-(3,4-dimethoxyphenyl)imidazo[1,2-c]pyrimidine (57.94 mg, 0.2 mmol) and 4-aminobenzonitrile (35.44 mg, 0.3 mmol) in the mixture of 2.5 ml 2-propanol and 1.5 ml H2O was added conc.HCl. Then the mixture was stirred at 85 to 90° C. overnight, and cooled to room temperature. The produced solid was collected by filtration and purified by preparative TLC to give the desired product of 4-[7-(3,4-dimethoxy-phenyl)-imidazo[1,2-c]pyrimidin-5-ylamino]-benzonitrile. (38 mg, 51.2%).

Workup

  1. additionwas added conc
  2. temperaturecooled to room temperature
  3. filtrationThe produced solid was collected by filtration
  4. custompurified by preparative TLC

Sources & evidence

ORD record
ord-83391473ffd5457d9b7d481fe845167a
Source dataset
uspto-grants-2005_06
Patent number
US06911443B2

Reaction notes

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