HCID 67581937, compound → HCID 53879175, compound

HRID 1416452Notes

Reaction equation

HRID 1416452 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[N:23]=[C:22]([O:24][CH:25]3[CH2:29][CH2:28][CH:27]([OH:30])[CH2:26]3)[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>FC(F)(F)C(O)=O>[OH:30][CH:27]1[CH2:28][CH2:29][CH:25]([O:24][C:22]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]=[C:14]([N:11]3[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]3)[N:23]=2)[CH2:26]1

Participants

3

Reactant 1

HCID 67581937HCID 67581937, compound

Product 1

HCID 53879175HCID 53879175, compoundYield 76.3%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid (10 ml) is added to 2-[4-(t-butoxycarbonyl)piperazin-1-yl]-4-[(3-hydroxycyclopentan-1-yl)oxy] quinazoline (0.95 g), and the mixture is stirred at room temperature for 30 minutes. The reaction mixture is evaporated to dryness under reduced pressure, and the resulting residue is dissolved in ethyl acetate. The solution is washed with aqueous sodium hydrogen carbonate solution and then with water, and dried over anhydrous sodium sulfate, and then is evaporated to dryness under reduced pressure to give 4-[(3-hydroxycyclopentan-1-yl)oxy]-2-(1-piperazinyl)quinazoline (0.55 g).

Workup

  1. customThe reaction mixture is evaporated to dryness under reduced pressure
  2. dissolutionthe resulting residue is dissolved in ethyl acetate
  3. washThe solution is washed with aqueous sodium hydrogen carbonate solution
  4. dry with materialwith water, and dried over anhydrous sodium sulfate
  5. customis evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-788bc9976fb44dab81d21de2062df983
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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