Triethylamine → 2-Phenyl-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline

HRID 22016Notes

Reaction equation

HRID 22016 reaction equation
Cl[C:2]1[N:11]2[CH:12]=[C:13]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:14]=[C:10]2[C:9]2[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=2[N:3]=1.C(N(CC)CC)C>[Pd].C(O)C>[C:15]1([C:13]2[N:14]=[C:10]3[C:9]4[CH2:8][CH2:7][CH2:6][CH2:5][C:4]=4[N:3]=[CH:2][N:11]3[CH:12]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 19367580HCID 19367580, compound

Product 1

HCID 193675732-Phenyl-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 5-Chloro-2-phenyl-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline (200 mg), triethylamine (0.5 mL), and 100 mg of 10% palladium on carbon catalyst in 200 mL ethanol was hydrogenated at 30 psi for 4 hours. The reaction mixture was then filtered through celite, and the solvent was removed in vacuo. The resulting mixture was chromatographed using 30% ethyl acetate/hexane as eluant to yield 2-Phenyl-7,8,9,10-tetrahydro-imidazo[1,2-c]-quinazoline (Compound 42), m.p. 175°-181° C.

Workup

  1. filtrationThe reaction mixture was then filtered through celite
  2. customthe solvent was removed in vacuo
  3. customThe resulting mixture was chromatographed

Sources & evidence

ORD record
ord-5902495529434a258d85fd5dc2db1ec1
Source dataset
uspto-grants-1995_06
Patent number
US05426186

Reaction notes

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