Pyrrolidine → HCID 10063638, compound

HRID 973565Notes

Reaction equation

HRID 973565 reaction equation
Cl[C:2]1[N:11]=[C:10]([NH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH3:19])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[NH:20]1[CH2:24][CH2:23][CH2:22][CH2:21]1>C(O)C>[N:20]1([C:2]2[N:11]=[C:10]([NH:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[CH3:19])[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:24][CH2:23][CH2:22][CH2:21]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 10400899HCID 10400899, compound

Product 1

HCID 10063638HCID 10063638, compoundYield 65.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

2-chloro-4-(2-methylphenylamino)quinazoline (5 g, 0.0185 mol) and pyrrolidine (6.59 g, 0.093 mol) were dissolved in ethanol (65 ml) placed in a sealed vessel and heated to 135° for 5 hours. After cooling, the reaction mixture was dissolved in ethanol and then evaporated in vacuo. The oily residue afforded crystals of 2-pyrrolidino-4-(2-methylphenylamino)quinazoline (3.67 g, 65%) from ethanol/water, m.p. 152°-154°.

Workup

  1. customplaced in a sealed vessel
  2. temperatureheated to 135° for 5 hours
  3. temperatureAfter cooling
  4. customevaporated in vacuo

Sources & evidence

ORD record
ord-dae559280ae6413b9fd4c2a0f40927c9
Source dataset
uspto-grants-1991_11
Patent number
US05064833

Reaction notes

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