HCID 16203357, compound → HCID 16203355, compound

HRID 2243232Notes

Reaction equation

HRID 2243232 reaction equation
C(OC(=O)[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:15][C:16]([N:21]3[CH2:26][CH2:25][O:24][CH2:23][CH2:22]3)=[CH:17][C:18](=[O:20])[CH:19]=2)=[CH:10][CH:9]=1)(C)(C)C>FC(F)(F)C(O)=O.ClCCl>[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:15][C:16]([N:21]3[CH2:22][CH2:23][O:24][CH2:25][CH2:26]3)=[CH:17][C:18](=[O:20])[CH:19]=2)=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 16203357HCID 16203357, compound

Product 1

HCID 16203355HCID 16203355, compoundYield 79%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

[4-(6-Morpholine-4-yl-4-oxo-4H-pyran-2yl)-phenyl]carbamic acid tert-butyl ester (402 mg, 1.08 mmol) was dissolved in 25% trifluoroacetic acid in dichloromethane mixture (5 ml) and stirred for 1 hour at room temperature. The reaction was concentrated in vacuo, precipitated with saturated NaHCO3, filtered, washed with diethyl ether and dried to yield (4-amino-phenyl)-6-morpholin-4-yl-pyran-4-one as a yellow solid (230 mg, 79%). m/z (LC-MS, ESP): 273 (M++1).

Workup

  1. concentrationThe reaction was concentrated in vacuo
  2. customprecipitated with saturated NaHCO3
  3. filtrationfiltered
  4. washwashed with diethyl ether
  5. customdried

Sources & evidence

ORD record
ord-9ab13b3400c941b19d9ca09871b21bff
Source dataset
uspto-grants-2010_03
Patent number
US07674823B2

Reaction notes

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